US2005040377A1PendingUtilityA1
Functional materials for use in optical systems
Priority: Feb 6, 2001Filed: Aug 29, 2003Published: Feb 24, 2005
Est. expiryFeb 6, 2021(expired)· nominal 20-yr term from priority
G02F 1/3617G02F 1/065G02F 1/3611G02B 6/1221G02F 1/061G02F 1/0147
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Claims
Abstract
Functional optical materials for optical systems that are typically useful in optical waveguides, optical switching systems, optical modulators, optical computing systems and the like. Included are polymer systems and electrooptical chromophores. Polymers are thermoplastic and/or thermosetting polymers and are blended or co-polymerized with the electrooptic chromophore. Methods for improving adhesion promotion for the various novel materials are also provided.
Claims
exact text as granted — not AI-modified1 . A functional optical material for use in an optical system, comprising:
(a) a polymer selected from one or more of:
(1) a thermoplastic polymer;
(2) a thermosetting polymer; or
(3) a combination of thermoplastic and thermosetting polymers; wherein said thermoplastic and/or thermosetting polymers contain carbon-hydrogen and/or carbon-fluorine functionality; and
(b) one or more optically active chromophores being one or more of blended or copolymerized with said polymer; and one or more of: (c) a compatibilizer copolymerized with said polymer, having one or more pendant groups of nitrites, esters, hydroxyls, aromatics; fluorinated esters, or fluorinated aromatics; or (d) an adhesion promoter copolymerized with said polymer, having one or more pendant groups of nitrites, silanes, fluorinated silanes, organic acids; fluorinated organic acids, hydroxyls, fluorinated alcohols, amides, or amines.
2 . The functional optical material of claim 1 , wherein said polymer is one or more of acrylic/methacrylic resins; copolymers of acrylic acid esters, methacrylic acid esters, and other mono-unsaturated monomers; polyester polymers; polyurethane polymers; polyimide polymers; polyamide polymers; polyphosphazenes; epoxy resins.
3 . The functional optical material of claim 1 , wherein said thermoplastic polymer is one or more of copolymers of esters of acrylic and methacrylic acid where the alcohol portion of the ester can be based on hydrocarbon, or partially or fully fluorinated alkyl chains; polyesters where the diacid or diol can contain carbon-hydrogen aliphatic, aromatic or carbon-fluorine functionality; polyurethanes where the diisocyanate can be aliphatic or aromatic, and the diol can contain carbon-hydrogen or carbon-fluorine functionality; polyimides where the acid, amine, or diamine can be partially or fully fluorinated; polyamides where the diacid or diamine can contain carbon-hydrogen aliphatic, aromatic or carbon-fluorine functionality; polyphosphazenes where the polyphosphazene backbone structure can contain fluorinated aromatic or aliphatic functional groups, or carbon-hydrogen functionality; epoxy resins where the epoxy resin can contain carbon-hydrogen or carbon-fluorine functionality, which can further be reacted with diacids or anhydrides that also contain carbon-hydrogen or carbon-fluorine functionality; or organic-inorganic hybrid or nanocomposite polyester polymers where the polyester component consists of aliphatic, aromatic carbon hydrogen or carbon-fluorine functionality and the inorganic components are based on silane or organometallic materials.
4 . The functional optical material of claim 1 , which has a glass transition temperature above or about 100° C.
5 . The functional optical material of claim 1 , which has a refractive index value of less than about 1.5.
6 . The functional optical material of claim 1 , which has a refractive index value of greater than or equal to about 1.5.
7 . The functional optical material of claim 1 , which additionally contains between about 0.1% and 10% of a promoter having one or more adhesive promotion groups.
8 . The functional optical material of claim 1 , wherein said compatibilizer contains one or more of nitrile, ester, fluorinated ester, or fluorinated aromatic groups.
9 . The functional optical material of claim 1 , wherein said adhesion promoter contains one or more of nitrile, silane, fluorinated silane, organic acid;
fluorinated organic acid, alcohol, or fluorinated alcohol groups.
10 . The functional optical material of claim 1 , which additionally contains monomers that provide water resistance by having one or more of styrene or cycloaliphatic groups.
11 . The functional optical material of claim 1 , which has between about 0.1% and 20% of one or more compatibilizers for said one or more chromophores.
12 . The functional optical material of claim 1 , wherein said polymer (a) contains carbon-fluorine functionality and also contains less than about 5 wt-% of hydrogen.
13 . The functional optical material of claim 1 , which has less than 2% water absorption according to a 24 hour water immersion test.
14 . The functional optical material of claim 1 , which requires about or less than 100 volts per micron of film thickness to pole.
15 . The functional material of claim 1 , wherein said compatibilizer has a nitrile group, and an adhesion promoter has a silane group.
16 . The functional optical material of claim 1 , wherein said chromophore is one or more of a substituted aniline, substituted azobenzene, substituted stilbene, substituted imine, chromophores of the Donor-Bridge-Acceptor structure, or χ (3) chromophores.
17 . The functional optical material of claim 16 , wherein said chromophore one or more of the following substituted anilines:
a first substituted anilines, where, D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ), where Y 1 =alkyl, alkyl alcohols, alkyl (hydrocarbon fluorocarbon) esters, or alkyl silane derivatives; A=acceptor=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ),or —N═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , wherein when A=-NO 2 , or —C(CN)C(CN) 2 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and at least one —F is selected, and when A=-C(R 1 )═C(CN) 2 , wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-C(R 1 )═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-N═C(R 2 )(R 3 ), wherein R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H.; or a second substituted aniline, wherein D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ) where Y 1 =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; a primary acceptor A=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1)═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , a secondary acceptor A=-CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, wherein if there are exactly two acceptors, and A 1 and A 2 are both primary acceptors being one or more of —NO 2 , or —C(CN)C(CN) 2 , then the set of {X k } each are independently one or more of —F and —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and A 1 and A 2 are both secondary acceptors being one or more of —CN, —F 3 , —COOH, —OH, or —C n H 2n OH, then the set of {X k } each are independently one or more of —F or —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and one or more of A 1 or A 2 are one or more of primary acceptor —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then the set of {X k } each are independently one or more of —F and —H; and wherein if there are exactly two acceptors and A 1 is selected from any primary acceptor and A 2 is selected from any secondary acceptor, then X 1 , X 2 , X 3 each are independently one or more of —F or —H, wherein if there are three or more acceptors A, then the X 1 each are independently one or more of —F or —H
18 . The functional optical material of claim 16 , wherein said chromophore is one or more substituted azobenzenes of:
a first substituted azobenzenes, wherein where, D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon fluorocarbon) esters, or alkyl silane derivatives; A=acceptor=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ),or —N═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , wherein when A=-NO 2 , or —C(CN)C(CN) 2 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and at least one —F is selected, and when A=-C(R 1 )═C(CN) 2 , wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-C(R 1 )═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-N═C(R 2 )(R 3 ), wherein R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H.; or a second substituted azobenzene: wherein D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ) where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; a primary acceptor A=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , a secondary acceptor A=-CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, wherein if there are exactly two acceptors, and A 1 and A 2 are both primary acceptors being one or more of —NO 2 , or —C(CN)C(CN) 2 , then the set of {X k } each are independently one or more of —F and —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and A 1 and A 2 are both secondary acceptors being one or more of —CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, then the set of {X k } each are independently one or more of —F or —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and one or more of A 1 or A 2 are one or more of primary acceptor —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then the set of {X k } each are independently one or more of —F and —H; and wherein if there are exactly two acceptors and A 1 is selected from any primary acceptor and A 2 is selected from any secondary acceptor, then X 1 , X 2 , X 3 each are independently one or more of —F or —H, wherein if there are three or more acceptors A, then the X i each are independently one or more of —F or —H
19 . The functional optical material according to claim 16 , wherein said chromophore is one or more substituted stilbenes of:
a first substituted stilbene: wherein, where, D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon fluorocarbon) esters, or alkyl silane derivatives; A=acceptor=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ),or —N═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , wherein when A=-NO 2 , or —C(CN)C(CN) 2 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and at least one —F is selected, and when A=-C(R 1 )═C(CN) 2 , wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-C(R 1 )═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , each are independently one or more of —F or —H, and when A=-N═C(R 2 )(R 3 ), wherein R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or—H.; or second substituted stilbene: wherein D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ) where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; a primary acceptor A=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , a secondary acceptor A=-CN, —CF 3 , —COOH, —H, or —C n H 2n OH, wherein if there are exactly two acceptors, and A 1 and A 2 are both primary acceptors being one or more of —NO 2 , or —C(CN)C(CN) 2 , then the set of {X k } each are independently one or more of —F and —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and A 1 and A 2 are both secondary acceptors being one or more of —CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, then the set of {X k } each are independently one or more of —F or —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and one or more of A 1 or A 2 are one or more of primary acceptor —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then the set of {X k } each are independently one or more of —F and —H; and wherein if there are exactly two acceptors and A 1 is selected from any primary acceptor and A 2 is selected from any secondary acceptor, then X 1 , X 2 , X 3 each are independently one or more of —F or —H, wherein if there are three or more acceptors A, then the X i each are independently one or more of —F or —H
20 . The functional optical material of claim 16 , wherein said chromophore is one or more of substituted imines of:
a first substituted imine: wherein, D=donor=_NH 2 , _N(CH 3 ) 2 , _N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ) where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon fluorocarbon) esters, or alkyl silane derivatives; A=acceptor=_NO 2 , _C(CN)═C(CN) 2 , _C(R 1 )═C(CN) 2 , _C(R 1 )═C(R 2 )(R 3 ),or _N═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , C 2 F 5 wherein when A=_NO 2 , or _C(CN)C(CN) , then X 1 , X 2 , X 3 , X 4 are each independently selected from the group —F and —H, and at least one —F is selected, and when A=_C(R 1 )═C(CN) 2 , wherein R 1 ═CF 3 , C 2 F 5 , C n F 2n+1 , then X 1 , X 2 , X 3 , X 4 are each independently selected from the group —F and —H, and when A=_C(R 1 )═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , C n F 2n+1 , R 2 ═CF 3 , C 2 F 5 , C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , C 2 F 5 , then X 1 , X 2 , X 3 , X 4 are each independently selected from the group —F and —H, and when A=_N═C(R 2 )(R 3 ), wherein R 2 ═CF 3 , C 2 F 5 , C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , C 2 F 5 , then X 1 , X 2 , X 3 , X 4 are each independently selected from the group —F and —H a or second substituted imine: wherein D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ) where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; a primary acceptor A=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , a secondary acceptor A=-CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, wherein if there are exactly two acceptors, and A 1 and A 2 are both primary acceptors being one or more of —NO 2 , or —C(CN)C(CN) 2 , then the set of {X k } each are independently one or more of —F and —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and A 1 and A 2 are both secondary acceptors being one or more of —CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, then the set of {X k } each are independently one or more of —F or —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and one or more of A 1 or A 2 are one or more of primary acceptor —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then the set of {X k } each are independently one or more of —F and —H; and wherein if there are exactly two acceptors and A 1 is selected from any primary acceptor and A 2 is selected from any secondary acceptor, then X 1 , X 2 , X 3 each are independently one or more of —F or —H, wherein if there are three or more acceptors A, then the X i each are independently one or more of —F or —H
21 . The functional optical material of claim 16 , wherein one of said optically active chromophore comprises:
22 . The functional optical material of claim 16 , wherein said chromophore comprises:
23 . In a functional optical material for use in an optical system, said functional optical material formed from a polymer and a chromophore, the improvement which comprises:
said chromophore being one or more of:
a first substituted aniline:
wherein,
D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon fluorocarbon) esters, or alkyl silane derivatives; A=acceptor=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ),or —N═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , wherein when A=-NO 2 , or —C(CN)C(CN) 2 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and at least one —F is selected, and when A=-C(R 1 )═C(CN) 2 , wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-C(R 1 )═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C N F 2n+1 , R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then, X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-N═C(R 2 )(R 3 ), wherein R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H.; or a second substituted aniline: wherein, D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ) where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; a primary acceptor A=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , a secondary acceptor A=-CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, wherein if there are exactly two acceptors, and A 1 and A 2 are both primary acceptors being one or more of —NO 2 , or —(CN)C(CN) 2 , then the set of {X k } each are independently one or more of —F and —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and A 1 and A 2 are both secondary acceptors being one or more of —CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, then the set of {X k } each are independently one or more of —F or —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and one or more of A 1 or A 2 are one or more of primary acceptor —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , or C 2 F 5 , then the set of {X k } each are independently one or more of —F and —H; and wherein if there are exactly two acceptors and A 1 is selected from any primary acceptor and A 2 is selected from any secondary acceptor, then X 1 , X 2 , X 3 each are independently one or more of —F or —H, wherein if there are three or more acceptors A, then the X i each are independently one or more of —F or —H.
24 . In a functional optical material for use in an optical system, said functional optical material formed from a polymer and a chromophore, the improvement which comprises:
said chromophore being one or more of:
a first substituted azobenzene:
wherein,
D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon fluorocarbon) esters, or alkyl silane derivatives; A=acceptor=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —(R 1 )═C(R 2 )(R 3 ),or —N═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , wherein when A=-NO 2 , or —C(CN)C(CN) 2 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and at least one —F is selected, and when A=-C(R 1 )═C(CN) 2 , wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-C(R 1 )═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-N═C(R 2 )(R 3 ), wherein R 2 ═C F 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H.; or a second substituted azobenzene: wherein, D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ) where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; a primary acceptor A=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , a secondary acceptor A=-CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, wherein if there are exactly two acceptors, and A 1 and A 2 are both primary acceptors being one or more of —NO 2 , or —C(CN)C(CN) 2 , then the set of {X k } each are independently one or more of —F and —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and A 1 and A 2 are both secondary acceptors being one or more of —CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, then the set of {X k } each are independently one or more of —F or —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and one or more of A 1 or A 2 are one or more of primary acceptor —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then the set of {X k } each are independently one or more of —F and —H; and wherein if there are exactly two acceptors and A 1 is selected from any primary acceptor and A 2 is selected from any secondary acceptor, then X 1 , X 2 , X 3 each are independently one or more of —F or —H, wherein if there are three or more acceptors A, then the X i , each are independently one or more of —F or —H.
25 . In a functional optical material for use in an optical system, said functional optical material formed from a polymer and a chromophore, the improvement which comprises:
said chromophore being one or more of:
a first substituted stilbene:
wherein,
D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon fluorocarbon) esters, or alkyl silane derivatives; A=acceptor=-NO 2 , —C(CN)═C(CN) 2 , C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ),or —N═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , wherein when A=-NO 2 , or —C(CN)C(CN) 2 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and at least one —F is selected, and when A=-C(R 1 )═C(CN) 2 , wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-C(R 1 )═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-N═C(R 2 )(R 3 ), wherein R 2 ═C F 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H.; or a second substituted stilbene: wherein, D=donor=-NH 2 , —N(CH 3 ), —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ) where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; a primary acceptor A=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , a secondary acceptor A=-CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, wherein if there are exactly two acceptors, and A 1 and A 2 are both primary acceptors being one or more of —NO 2 , or —C(CN)C(CN) 2 , then the set of {X k } each are independently one or more of —F and —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and A 1 and A 2 are both secondary acceptors being one or more of —CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, then the set of {X k } each are independently one or more of —F or —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and one or more of A 1 or A 2 are one or more of primary acceptor —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then the set of {X k } each are independently one or more of —F and —H; and wherein if there are exactly two acceptors and A 1 is selected from any primary acceptor and A 2 is selected from any secondary acceptor, then X 1 , X 2 , X 3 each are independently one or more of —F or —H, wherein if there are three or more acceptors A, then the X i each are independently one or more of —F or —H.
26 . In a functional optical material for use in an optical system, said functional optical material formed from a polymer and a chromophore, the improvement which comprises:
said chromophore being one or more of:
a first substituted imine:
wherein,
D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon fluorocarbon) esters, or alkyl silane derivatives; A=acceptor=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ),or —N═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , wherein when A=-NO 2 , or —C(CN)C(CN) 2 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and at least one —F is selected, and when A=-C(R 1 )═C(CN) 2 , wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-C(R 1 )═C(R 2 )(R 3 ), wherein R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H, and when A=-N═C(R 2 )(R 3 ), wherein R 2 ═C F 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then X 1 , X 2 , X 3 , X 4 each are independently one or more of —F or —H.; or second substituted imine: wherein, D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ) where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; a primary acceptor A=-NO 2 , —C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , a secondary acceptor A=-CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, wherein if there are exactly two acceptors, and A 1 and A 2 are both primary acceptors being one or more of —NO 2 , or —C(CN)C(CN) 2 , then the set of {X k } each are independently one or more of —F and —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and A 1 and A 2 are both secondary acceptors being one or more of —CN, —CF 3 , —COOH, —OH, or —C n H 2n OH, then the set of {X k } each are independently one or more of —F or —H, but at least one —F must be selected; wherein if there are exactly two acceptors, and one or more of A 1 or A 2 are one or more of primary acceptor —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , or C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , or C 2 F 5 , then the set of {X k } each are independently one or more of —F and —H; and wherein if there are exactly two acceptors and A 1 is selected from any primary acceptor and A 2 is selected from any secondary acceptor, then X 1 , X 2 , X 3 each are independently one or more of —F or —H, wherein if there are three or more acceptors A, then the X i each are independently one or more of —F or —H.
27 . A functional optical material for use in an optical system, comprising:
(a) a polymer selected from the group comprising,
(1) a thermoplastic polymer;
(2) a thermosetting polymer; and
(3) a combination of thermoplastic and thermosetting polymers; wherein said one or more thermoplastic or thermosetting polymers contain one or more of carbon-hydrogen or carbon-fluorine functionality; and
(b) an optically active chromophore being one or more of blended or copolymerized with said polymer, wherein said chromophore comprises:
28 . A functional optical material for use in an optical system, comprising:
(a) a polymer selected from the group comprising,
(1) a thermoplastic polymer;
(2) a thermosetting polymer; and
(3) a combination of thermoplastic and thermosetting polymers; wherein one or more of said thermoplastic polymer or said thermosetting polymer contains one or more of carbon-hydrogen or carbon-fluorine functionality; and
(b) an optically active chromophore being one or more of blended or copolymerized with said polymer, wherein at least one chromophore comprises:
29 . A functional optical material useful in an optical system comprising: a polymer of
(a) one or more of a partially or fully fluorinated first monomer having a refractive index of less than 1.5, or (b) optionally, one or more of a second monomer having a refractive index of greater than or equal to 1.5; (c) at least one optically active chromophore being one or more of blended or copolymerized with said polymer; and one or more of: (d) a compatibilizer copolymerized with said polymer, having one or more pendant groups of nitrites, esters, hydroxyls, aromatics; fluorinated esters, or fluorinated aromatics; or (d) an adhesion promoter copolymerized with said polymer, having one or more pendant groups of nitrites, silanes, fluorinated silanes, organic acids; fluorinated organic acids, hydroxyls, fluorinated alcohols, amides, or amines.
30 . A method of forming a functional optical material, which comprises:
(a) providing a polymer selected from one or more of:
(1) a thermoplastic polymer;
(2) a thermosetting polymer; or
(3) a combination of thermoplastic and thermosetting polymers; wherein said thermoplastic and/or thermosetting polymers contain carbon-hydrogen and/or carbon-fluorine functionality;
(b) providing one or more optically active chromophores; (c) providing one or more of:
(i) a compatibilizer having one or more pendant groups of nitrites, esters, hydroxyls, aromatics; fluorinated esters, or fluorinated aromatics; or
(ii) an adhesion promoter having one or more pendant groups of nitrites, silanes, fluorinated silanes, organic acids; fluorinated organic acids, hydroxyls, fluorinated alcohols, amides, or amines;
(d) one or more of blending or copolymerizing said chromophore with said polymer; and (d) copolymerizing one or more of said compatibilizer or said adhesion promoter with said polymer.
31 . The method of claim 34 , wherein said functional optical material has a T g of greater than about 100° C.,
32 . A functional optical material for use in an optical system comprising:
wherein x 1 =50-80 wt. %, x 2 =10-15 wt. %, x 3 =1-5 wt. %, x 4 5-20 wt. %, and wherein one or more of said —F atoms may be substituted by an —H atom.
33 . A compound comprising:
34 . A compound comprising:
35 . A gelled functional optical material for use in an optical system, comprising:
(a) a polymer selected from one or more of:
(1) a thermoplastic polymer;
(2) a thermosetting polymer; or
(3) a combination of thermoplastic and thermosetting polymers; wherein said thermoplastic and/or thermosetting polymers contain carbon-hydrogen and/or carbon-fluorine functionality; and
(b) one or more optically active chromophores being one or more of blended or copolymerized with said polymer; one or more of: (c) a compatibilizer copolymerized with said polymer, having one or more pendant groups of nitriles, esters, hydroxyls, aromatics; fluorinated esters, or fluorinated aromatics; or (d) an adhesion promoter copolymerized with said polymer, having one or more pendant groups of nitriles, silanes, fluorinated silanes, organic acids; fluorinated organic acids, hydroxyls, fluorinated alcohols, amides, or amines; and (e) a solvent for said functional optional material for its gelling.
36 . The gelled functional optical material of claim 35 , wherein said solvent is one or more of aliphatic alcohols, aromatic alcohols, esters, carbonates, or ethers.
37 . The gelled functional optical material of claim 36 , wherein said solvent is fluorinated.
38 . The gelled functional optical material of claim 36 , wherein said solvent is one or more of trimethylolpropane, triacrylate, dioctylsuberate, propylene carbonate, nitrobenzene, dioctylsuberate, dioctylsuberate, dioctyl phthalate, dioxane, or dibutylphthalate.
39 . The gelled functional optical material of claim 35 , wherein said polymer is one or more of acrylic/methacrylic resins; copolymers of acrylic acid esters, methacrylic acid esters, and other mono-unsaturated monomers; polyester polymers; polyurethane polymers; polyimide polymers; polyamide polymers; polyphosphazenes; epoxy resins.
40 . The gelled functional optical material of claim 35 , wherein said thermoplastic polymer is one or more of copolymers of esters of acrylic and methacrylic acid where the alcohol portion of the ester can be based on hydrocarbon, or partially or fully fluorinated alkyl chains; polyesters where the diacid or diol can contain carbon-hydrogen aliphatic, aromatic or carbon-fluorine functionality; polyurethanes where the diisocyanate can be aliphatic or aromatic, and the diol can contain carbon-hydrogen or carbon-fluorine functionality; polyimides where the acid, amine, or diamine can be partially or fully fluorinated; polyamides where the diacid or diamine can contain carbon-hydrogen aliphatic, aromatic or carbon-fluorine functionality; polyphosphazenes where the polyphosphazene backbone structure can contain fluorinated aromatic or aliphatic functional groups, or carbon-hydrogen functionality; epoxy resins where the epoxy resin can contain carbon-hydrogen or carbon-fluorine functionality, which can further be reacted with diacids or anhydrides that also contain carbon-hydrogen or carbon-fluorine functionality; or organic-inorganic hybrid or nanocomposite polyester polymers where the polyester component consists of aliphatic, aromatic carbon hydrogen or carbon-fluorine functionality and the inorganic components are based on silane or organometallic materials.
41 . The gelled functional optical material of claim 35 , which has a glass transition temperature below the operating temperature of the device.
42 . The gelled functional optical material of claim 35 , which has a refractive index value of less than about 1.5.
43 . The gelled functional optical material of claim 35 , which has a refractive index value of greater than or equal to about 1.5.
44 . The gelled functional optical material of claim 35 , which additionally contains between about 0.1% and 10% of a promoter having one or more adhesive promotion groups.
45 . The gelled functional optical material of claim 35 , wherein said compatibilizer contains one or more of nitrile, ester, fluorinated ester, or fluorinated aromatic groups.
46 . The gelled functional optical material of claim 35 , wherein said adhesion promoter contains one or more of nitrile, silane, fluorinated silane, organic acid; fluorinated organic acid, alcohol, or fluorinated alcohol groups.
47 . The gelled functional optical material of claim 35 , which additionally contains monomers that provide water resistance by having one or more of styrene or cycloaliphatic groups.
48 . The gelled functional optical material of claim 35 , which has between about 0.1% and 20% of one or more compatibilizers for said one or more chromophores.
49 . The gelled functional optical material of claim 35 , wherein said polymer (a) contains carbon-fluorine functionality and also contains less than about 5 wt-% of hydrogen.
50 . The gelled functional optical material of claim 35 , which has less than 2% water absorption according to a 24 hour water immersion test.
51 . The gelled functional material of claim 35 , wherein said compatibilizer has a nitrile group, and an adhesion promoter has a silane group.
52 . The gelled functional optical material of claim 35 , wherein said chromophore is one or more of a substituted aniline, substituted azobenzene, substituted stilbene, or substituted imine, chromophores of the Donor-Bridge-Acceptor structure, χ (3) chromophores,.or electrochromic, or photochromic materials or dye.
53 . A functional optical material for use in an optical system, comprising:
(a) a polymer selected from one or more of:
(1) a thermoplastic polymer;
(2) a thermosetting polymer; or
(3) a combination of thermoplastic and thermosetting polymers; wherein said thermoplastic and/or thermosetting polymers contain carbon-hydrogen and/or carbon-fluorine functionality; and
(b) one or more optically active chromophores being one or more of blended or copolymerized with said polymer; one or more of: (c) a compatibilizer copolymerized with said polymer, having one or more pendant groups of nitriles, esters, hydroxyls, aromatics; fluorinated esters, or fluorinated aromatics; or (d), an adhesion promoter copolymerized with said polymer, having one or more pendant groups of nitrites, silanes, fluorinated silanes, organic acids; fluorinated organic acids, hydroxyls, fluorinated alcohols, amides, or amines; and (e) a filler, wherein the optical loss of said functional optical material does not more than about double by virtue of the presence of said filler.
54 . The functional optical material of claim 53 , wherein said filler is one or more of silica, CaF 2 , CdSe, CdS coated CdSe, a rare earth metal, cross-linked polymers that are incompatible with said polymer, organometallic compounds, metal chelates, metal salts of organic acids, metal salts of inorganic acids, semiconductors, metal oxides, metals, silicates, or aluminates.
55 . The functional optical material of claim 53 , which additionally comprises a solvent for said functional optional material for its gelling.
56 . The functional optical material of claim 55 , wherein said solvent is one or more of aliphatic alcohols, aromatic alcohols, esters, carbonates, or ethers.
57 . The functional optical material of claim 53 , wherein said solvent is fluorinated.
58 . The functional optical material of claim 55 , wherein said solvent is one or more of trimethylolpropane, triacrylate, dioctylsuberate, propylene carbonate, nitrobenzene, dioctylsuberate, dioctylsuberate, dioctyl phthalate, dioxane, or dibutylphthalate.
59 . The functional optical material of claim 53 , wherein said polymer is one or more of acrylic/methacrylic resins; copolymers of acrylic acid esters, methacrylic acid esters, and other mono-unsaturated monomers; polyester polymers; polyurethane polymers; polyimide polymers; polyamide polymers; polyphosphazenes; epoxy resins.
60 . The functional optical material of claim 53 , wherein said thermoplastic polymer is one or more of copolymers of esters of acrylic and methacrylic acid where the alcohol portion of the ester can be based on hydrocarbon, or partially or fully fluorinated alkyl chains; polyesters where the diacid or diol can contain carbon-hydrogen aliphatic, aromatic or carbon-fluorine functionality; polyurethanes where the diisocyanate can be aliphatic or aromatic, and the diol can contain carbon-hydrogen or carbon-fluorine functionality; polyimides where the acid, amine, or diamine can be partially or fully fluorinated; polyamides where the diacid or diamine can contain carbon-hydrogen aliphatic, aromatic or carbon-fluorine functionality; polyphosphazenes where the polyphosphazene backbone structure can contain fluorinated aromatic or aliphatic functional groups, or carbon-hydrogen functionality; epoxy resins where the epoxy resin can contain carbon-hydrogen or carbon-fluorine functionality, which can further be reacted with diacids or anhydrides that also contain carbon-hydrogen or carbon-fluorine functionality; or organic-inorganic hybrid or nanocomposite polyester polymers where the polyester component consists of aliphatic, aromatic carbon hydrogen or carbon-fluorine functionality and the inorganic components are based on silane or organometallic materials.
61 . The functional optical material of claim 53 , which has a glass transition temperature above or about 100° C.
62 . The functional optical material of claim 53 , which has a refractive index value of less than about 1.5.
63 . The functional optical material of claim 53 , which has a refractive index value of greater than or equal to about 1.5.
64 . The functional optical material of claim 53 , which additionally contains between about 0.1% and 10% of a promoter having one or more adhesive promotion groups.
65 . The functional optical material of claim 53 , wherein said compatibilizer contains one or more of nitrile, ester, fluorinated ester, or fluorinated aromatic groups.
66 . The functional optical material of claim 53 , wherein said adhesion promoter contains one or more of nitrile, silane, fluorinated silane, organic acid; fluorinated organic acid, alcohol, or fluorinated alcohol groups.
67 . The functional optical material of claim 53 , which additionally contains monomers that provide water resistance by having one or more of styrene or cycloaliphatic groups.
68 . The functional optical material of claim 53 , which has between about 0.1% and 20% of one or more compatibilizers for said one or more chromophores.
69 . The functional optical material of claim 53 , wherein said polymer (a) contains carbon-fluorine functionality and also contains less than about 5 wt-% of hydrogen.
70 . The functional optical material of claim 53 , which has less than 2% water absorption according to a 24 hour water immersion test.
71 . The functional optical material of claim 53 , which requires about or less than 100 volts per micron of film thickness to pole.
72 . The functional material of claim 53 , wherein said compatibilizer has a nitrile group, and an adhesion promoter has a silane group.
73 . The functional optical material of claim 53 , wherein said chromophore is one or more of a substituted aniline, substituted azobenzene, substituted stilbene, or substituted imine.
74 . A chromophore of the Donor-Bridge-Acceptor structure, where:
Donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2 ), where Y=alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives; Bridge is one or more of a conjugated organic molecule, aromatic conjugated molecule, or combination of aromatic and conjugated organic molecule; and Acceptor=-C(CN)═C(CN) 2 , —C(R 1 )═C(CN) 2 , —C(R 1 )═C(R 2 )(R 3 ), or —N═C(R 2 )(R 3 ), where R 1 ═CF 3 , C 2 F 5 , or C n F 2n+1 , R 2 ═H, CH 3 , CF 3 , C 2 F 5 , C n F 2n+1 , R 3 ═H, CH 3 , CF 3 , C 2 F 5 , or a hydrocarbon or heteroatomic ring containing these groups.
75 . The chromophore of claim 74 , wherein said acceptor is:
where, X is a partially or fully fluorinated alkane.
76 . The chromophore of claim 74 , wherein said acceptor is:
where R 1 is an aromatic group or a vinyl group, and R 2 is H, an alkyl group, or an aromatic group.
77 . The chromophore of claim 74 , wherein said acceptor is:
where R 1 is an aromatic group or a vinyl group, and R 2 is one or more of H, an alkyl group, or an aromatic group.
78 . The chromophore of claim 74 , wherein said bridge comprises:
where, X and Y are H atoms or partially or fully fluorinated alkanes, wherein X or Y contains at least one fluorine atom;
D leads to the donor and A leads to the acceptor, wherein D and A are not necessarily the actual bridge and acceptor sites.
79 . The chromophore of claim 75 , which comprises:
where D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives.
80 . The chromophore of claim 75 , which comprises:
where D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives.
81 . The chromophore of claim 75 , which comprises:
where D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives.
82 . The chromophore of claim 75 , which comprises:
where D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y)(Y 2, ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives.
83 . The chromophore of claim 74 , which comprises:
where, X, Y and Z are H atoms or partially or fully fluorinated alkanes, subject to the provision that at all three cannot simultaneously be H atoms;
where D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives.
84 . The chromophore of claim 74 , which comprises:
where, X, Y and Z are H atoms or partially or fully fluorinated alkanes, subject to the provision that at all three cannot simultaneously be H atoms;
where D=donor=-NH 2 , —N(CH 3 ) 2 , —N(CH 2 CH 3 ) 2 , or —N(Y 1 )(Y 2, ), where Y i =alkyl, alkyl alcohols, alkyl (hydrocarbon or fluorocarbon) esters, or alkyl silane derivatives.
85 . A compound, which comprises:
86 . A compound, which comprises:
87 . A compound, which comprises:
88 . A compound, which comprises:
89 . A compound, which comprises:
90 . A compound, which comprises:
91 . A compound, which comprises:
92 . A compound, which comprises:
93 . A compound, which comprises:
94 . A compound, which comprises:
95 . A compound, which comprises:
96 . A compound, which comprises:
97 . A compound, which comprises:
98 . A compound, which comprises:Join the waitlist — get patent alerts
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