US2005026807A1PendingUtilityA1
Compositions and methods for using amine oxide monomeric unit-containing polymeric suds enhancers
Est. expiryJan 5, 2021(expired)· nominal 20-yr term from priority
Inventors:Mark Robert SivikJean-Francois BodetBernard William KluesenerWilliam Michael ScheperDominic Wai-Kwing YeungVance Bergeron
A61Q 5/02A62D 1/0071C11D 3/1253A61K 8/8158C11D 3/0094C11D 3/3792
64
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Claims
Abstract
The present invention relates to methods for using amine oxide monomer-containing polymeric suds enhancers (enhancers) to increase the suds and/or foam volume and suds and/or foam retention in suds-forming and/or foam-forming compositions comprising such amine oxide monomer-containing polymeric suds enhancers. Suitable suds-forming and/or foam-forming compositions comprise one or more amine oxide monomer-containing polymeric suds enhancers.
Claims
exact text as granted — not AI-modified1 . A method for providing increased suds volume and increased suds retention while treating a plant and/or crop in need of treatment, comprising the step of contacting said plant and/or crop with an aqueous solution of a agrochemical foaming composition, said agrochemical foaming composition comprising:
a) an effective amount of an amine oxide monomer-containing polymeric suds enhancer having the formula: wherein y is either O or N, n is an integer from 1 to 10, and wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 1,000 to about 2,000,000 daltons; b) a detersive surfactant; and c) the balance carriers and other adjunct ingredients; provided that a 10% aqueous solution of said agrochemical foaming composition has a pH of from about 4 to about 12.
2 . A method according to claim 1 wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 5,000 to about 1,000,000 daltons.
3 . A method according to claim 2 wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 10,000 to about 750,000 daltons.
4 . A method according to claim 1 wherein said amine oxide monomer-containing polymeric suds enhancer further comprises one or more other monomeric units selected from the group consisting of cationic monomeric units, anionic monomeric units, nonionic monomeric units, hydrophobic group-containing monomeric units, hydrophilic group-containing monomeric units, hydroxyl-containing monomeric units and mixtures thereof.
5 . A method according to claim 4 wherein said amine oxide monomer-containing polymeric suds enhancer comprises a cationic monomeric unit of the formula:
wherein:
R 1 is H or an alkyl having 1 to 10 carbon atoms,
R 2 is a moiety selected from the group consisting of
wherein R 3 is selected from the group consisting of
—O—,
a is an integer from 0 to 16;
b is an integer from 2 to 10;
c is an integer from 2 to 10;
d is an integer from 1 to 100;
R 4 and R 5 are independently selected from the group consisting of —H, and
R 8 is independently selected from the group consisting of a bond or an alkylene having 1 to 18 carbon atoms;
R 9 and R 10 are independently selected from the group consisting of —H, alkyl having 1 to 8 carbon atoms, and an olefin chain having 2 to 8 carbon atoms;
R 12 and R 13 are independently selected from the group consisting of H and alkyl having from 1 to 8 carbon atoms;
wherein x is an integer from 2 to 10.
6 . A method according to claim 5 wherein R 1 has the formula:
-(L) i -(S) j —R 3
wherein L is a linking unit independently selected from the following:
and mixtures thereof; R′ is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or R′ and S can form a heterocycle of 4 to 7 carbon atoms, optionally containing other hetero atoms and optionally substituted; R 3 is independently selected from —CO 2 M, —SO 3 M, —OSO 3 M, —CH 2 P(O)(OM) 2 , —OP(O)(OM) 2 , units having the formula:
—CR 8 R 9 R 10
wherein each R 8 , R 9 , and R 10 is independently selected from the group consisting of hydrogen, —(CH 2 ) m R 11 , and mixtures thereof, wherein R 11 is —CO 2 H, —SO 3 M, —OSO 3 M, —CH(CO 2 H)CH 2 CO 2 H, —CH 2 P(O)(OH) 2 , —OP(O)(OH) 2 , and mixtures thereof; provided that one R 8 , R 9 , or R 10 is not a hydrogen atom; R 2 has the formula:
-(L 1 ) i′ -(S) j′ —R 4
wherein L 1 is a linking unit independently selected from the following:
and mixtures thereof; wherein R′ is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or alternatively R′ and S can form a heterocycle of 4 to 7 carbon atoms, optionally containing other hetero atoms and optionally substituted; R 4 is independently selected from amino, alkylamino carboxamide, 3-imidazolyl, 4-imidazolyl, 2-imidazolinyl, 4-imidazolinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1-pyrazolyl, 3-pyrazoyl, 4-pyrazoyl, 5-pyrazoyl, 1-pyrazolinyl, 3-pyrazolinyl, 4-pyrazolinyl, 5-pyrazolinyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, piperazinyl, 2-pyrrolidinyl, 3-pyrrolidinyl, guanidino, amidino, and mixtures thereof; each S is independently selected from C 1 -C 12 linear alkylene, C 1 -C 12 branched alkylene, C 3 -C 12 linear alkenylene, C 3 -C 12 branched alkenylene, C 3 -C 12 hydroxyalkylene, C 4 -C 12 dihydroxyalkylene, C 6 -C 10 arylene, C 8 -C 12 dialkylarylene, —(R 5 O) k R 5 —, —(R 5 O) k R 6 (OR 5 ) k —, —CH 2 CH(OR 7 )CH 2 —, and mixtures thereof; R 5 is C 2 -C 4 linear alkylene, C 3 -C 4 branched alkylene, and mixtures thereof; R 6 is C 2 -C 12 linear alkylene, and mixtures thereof; R 7 is hydrogen, C 1 -C 4 alkyl, and mixtures thereof; M is hydrogen or a water soluble cation; i is 0 or 1; i′ is 0 or 1; j is 0 or 1; j′ is 0 or 1;k is from 1 to20; and m is from 0to 10.
7 . A method according to claim 6 wherein I and j are each equal to 0; R is C 1 -C 4 linear alkylene, C 1 -C 4 branched alkylene, and mixtures thereof; R 3 —CO 2 M, L 1 has the formula:
S is C 2 -C 4 linear alkylene; R 4 is alkylamino having the formula:
—N(R 11 ) 2
wherein each R 11 is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or the two R 11 can form a heterocycle of 4 to 8 carbon atoms, optionally containing other hetero atoms and optionally substituted; M is hydrogen; x is 1; y is 1, z is 1.
8 . A method according to claim 6 wherein R 1 is —CO 2 H, R 2 is selected from the group consisting of:
wherein R 11 is hydrogen, methyl, and mixture thereof; S is C 2 -C 6 linear alkylene; j′ is 1.
9 . A method according to claim 8 wherein R 2 is selected from the group consisting of:
10 . A method according to claim 1 , wherein said surfactant (b) is selected from the group consisting of amine oxides, polyhydroxy fatty acid amides, betaines, sulfobetaines, alkyl polyglycosides, alkyl ethoxylates, and mixtures thereof.
11 . A method according to claim 1 wherein the amine oxide monomer-containing polymeric suds enhancer comprises:
a) an amine oxide monomer unit having the formula: wherein y is either O or N, n is an integer from 1 to 10, and wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 1,000 to about 2,000,000 daltons; and b) a monomeric unit having the formula:
12 . A method for providing increased suds volume and increased suds retention while drilling for oil in oil-fields, comprising the step of contacting said drilling equipment and/or subterranean formations with an aqueous solution of a oil-field foaming composition, said oil-field foaming composition comprising:
a) an effective amount of a amine oxide monomer-containing polymeric suds enhancer; b) an effective amount of a clay; and c) the balance carriers and other adjunct ingredients; provided that the pH of a 10% aqueous solution of said oil-field foaming composition is from about 4 to about 12.
13 . A method according to claim 12 wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 5,000 to about 1,000,000 daltons.
14 . A method according to claim 13 wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 10,000 to about 750,000 daltons.
15 . A method according to claim 12 wherein said amine oxide monomer-containing polymeric suds enhancer further comprises one or more other monomeric units selected from the group consisting of cationic monomeric units, anionic monomeric units, nonionic monomeric units, hydrophobic group-containing monomeric units, hydrophilic group-containing monomeric units, hydroxyl-containing monomeric units and mixtures thereof.
16 . A method according to claim 15 wherein said amine oxide monomer-containing polymeric suds enhancer comprises a cationic monomeric unit of the formula:
wherein:
R 1 is H or an alkyl having 1 to 10 carbon atoms,
R 2 is a moiety selected from the group consisting of
wherein R 3 is selected from the group consisting of
—O—,
a is an integer from 0 to 16;
b is an integer from 2 to 10;
c is an integer from 2 to 10;
d is an integer from 1 to 100;
R 4 and R 5 are independently selected from the group consisting of —H, and
R 8 is independently selected from the group consisting of a bond or an alkylene having 1 to 18 carbon atoms;
R 9 and R 10 are independently selected from the group consisting of —H, alkyl having 1 to 8 carbon atoms, and an olefin chain having 2 to 8 carbon atoms;
R 12 and R 13 are independently selected from the group consisting of H and alkyl having from 1 to 8 carbon atoms;
wherein x is an integer from 2 to 10.
17 . A method according to claim 16 wherein R 1 has the formula:
-(L) i -(S) j —R 3
wherein L is a linking unit independently selected from the following:
and mixtures thereof; R′ is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or R′ and S can form a heterocycle of 4 to 7 carbon atoms, optionally containing other hetero atoms and optionally substituted; R 3 is independently selected from —CO 2 M, —SO 3 M, —OSO 3 M, —CH 2 P(O)(OM) 2 , —OP(O)(OM) 2 , units having the formula:
—CR 8 R 9 R 10
wherein each R 8 , R 9 , and R 10 is independently selected from the group consisting of hydrogen, —(CH 2 ) m R 11 , and mixtures thereof, wherein R 11 is —CO 2 H, —SO 3 M, —OSO 3 M, —CH(CO 2 H)CH 2 CO 2 H, —CH 2 P(O)(OH) 2 , —OP(O)(OH) 2 , and mixtures thereof; provided that one R 8 , R 9 , or R 10 is not a hydrogen atom; R 2 has the formula:
-(L 1 ) i′ -(S) j′ —R 4
wherein L 1 is a linking unit independently selected from the following:
and mixtures thereof; wherein R′ is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or alternatively R′ and S can form a heterocycle of 4 to 7 carbon atoms, optionally containing other hetero atoms and optionally substituted; R 4 is independently selected from amino, alkylamino carboxamide, 3-imidazolyl, 4-imidazolyl, 2-imidazolinyl, 4-imidazolinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1-pyrazolyl, 3-pyrazoyl, 4-pyrazoyl, 5-pyrazoyl, 1-pyrazolinyl, 3-pyrazolinyl, 4-pyrazolinyl, 5-pyrazolinyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, piperazinyl, 2-pyrrolidinyl, 3-pyrrolidinyl, guanidino, amidino, and mixtures thereof; each S is independently selected from C 1 -C 12 linear alkylene, C 1 -C 12 branched alkylene, C 3 -C 12 linear alkenylene, C 3 -C 12 branched alkenylene, C 3 -C 12 hydroxyalkylene, C 4 -C 12 dihydroxyalkylene, C 6 -C 10 arylene, C 8 -C 12 dialkylarylene, —(R 5 O) k R 5 —, —(R 5 O) k R 6 (OR 5 ) k —, —CH 2 CH(OR 7 )CH 2 —, and mixtures thereof; R 5 is C 2 -C 4 linear alkylene, C 3 -C 4 branched alkylene, and mixtures thereof; R 6 is C 2 -C 12 linear alkylene, and mixtures thereof; R 7 is hydrogen, C 1 -C 4 alkyl, and mixtures thereof; M is hydrogen or a water soluble cation; i is 0 or 1; i′ is 0 or 1; j is 0 or 1; j′ is 0 or 1; k is from 1 to 20; and m is from 0 to 10.
18 . A method according to claim 17 wherein I and j are each equal to 0; R is C 1 -C 4 linear alkylene, C 1 -C 4 branched alkylene, and mixtures thereof; R 3 —CO 2 M, L 1 has the formula:
S is C 2 -C 4 linear alkylene; R 4 is alkylamino having the formula:
—N(R 11 ) 2
wherein each R 11 is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or the two R 11 can form a heterocycle of 4 to 8 carbon atoms, optionally containing other hetero atoms and optionally substituted; M is hydrogen; x is 1; y is 1, z is 1.
19 . A method according to claim 17 wherein R 1 is —CO 2 H, R 2 is selected from the group consisting of:
wherein R 11 is hydrogen, methyl, and mixture thereof; S is C 2 -C 6 linear alkylene; j′ is 1.
20 . A method according to claim 19 wherein R 2 is selected from the group consisting of:
21 . A method according to claim 12 , wherein the amine oxide monomer-containing polymeric suds enhancer comprises:
b) an amine oxide monomer unit having the formula: wherein y is either O or N, n is an integer from 1 to 10, and wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 1,000 to about 2,000,000 daltons; and c) a monomeric unit having the formula:
22 . A method for providing increased suds volume and increased suds retention while fighting a fire, comprising the step of contacting said fire with an aqueous solution of a fire-fighting foaming composition, said fire-fighting foaming composition comprising:
a) an effective amount of a amine oxide monomer-containing polymeric suds enhancer; b) an effective amount of a surfactant; and c) the balance carriers and other adjunct ingredients; provided that the pH of a 10% aqueous solution of said fire-fighting foaming composition is from about 4 to about 12.
23 . A method according to claim 22 wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 5,000 to about 1,000,000 daltons.
24 . A method according to claim 23 wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 10,000 to about 750,000 daltons.
25 . A method according to claim 22 wherein said amine oxide monomer-containing polymeric suds enhancer further comprises one or more other monomeric units selected from the group consisting of cationic monomeric units, anionic monomeric units, nonionic monomeric units, hydrophobic group-containing monomeric units, hydrophilic group-containing monomeric units, hydroxyl-containing monomeric units and mixtures thereof.
26 . A method according to claim 25 wherein said amine oxide monomer-containing polymeric suds enhancer comprises a cationic monomeric unit of the formula:
wherein:
R 1 is H or an alkyl having 1 to 10 carbon atoms,
R 2 is a moiety selected from the group consisting of
wherein R 3 is selected from the group consisting of
—O—,
a is an integer from 0 to 16;
b is an integer from 2 to 10;
c is an integer from 2 to 10;
d is an integer from 1 to 100;
R 4 and R 5 are independently selected from the group consisting of —H, and
R 8 is independently selected from the group consisting of a bond or an alkylene having 1 to 18 carbon atoms;
R 9 and R 10 are independently selected from the group consisting of —H, alkyl having 1 to 8 carbon atoms, and an olefin chain having 2 to 8 carbon atoms;
R 12 and R 13 are independently selected from the group consisting of H and alkyl having from 1 to 8 carbon atoms;
wherein x is an integer from 2 to 10.
27 . A method according to claim 26 wherein R 1 has the formula:
-(L) i -(S) j —R 3
wherein L is a linking unit independently selected from the following:
and mixtures thereof; R′ is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or R′ and S can form a heterocycle of 4 to 7 carbon atoms, optionally containing other hetero atoms and optionally substituted; R 3 is independently selected from —CO 2 M, —SO 3 M, —OSO 3 M, —CH 2 P(O)(OM) 2 , —OP(O)(OM) 2 , units having the formula:
—CR 8 R9R 10
wherein each R 8 , R 9 , and R 10 is independently selected from the group consisting of hydrogen, —(CH 2 ) m R 11 , and mixtures thereof, wherein R 11 is —CO 2 H, —SO 3 M, —OSO 3 M, —CH(CO 2 H)CH 2 CO 2 H, —CH 2 P(O)(OH) 2 , —OP(O)(OH) 2 , and mixtures thereof; provided that one R 8 , R 9 , or R 10 is not a hydrogen atom; R 2 has the formula:
-(L 1 ) i′ -(S) j′ —R 4
wherein L 1 is a linking unit independently selected from the following:
and mixtures thereof; wherein R′ is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or alternatively R′ and S can form a heterocycle of 4 to 7 carbon atoms, optionally containing other hetero atoms and optionally substituted; R 4 is independently selected from amino, alkylamino carboxamide, 3-imidazolyl, 4-imidazolyl, 2-imidazolinyl, 4-imidazolinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1-pyrazolyl, 3-pyrazoyl, 4-pyrazoyl, 5-pyrazoyl, 1-pyrazolinyl, 3-pyrazolinyl, 4-pyrazolinyl, 5-pyrazolinyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, piperazinyl, 2-pyrrolidinyl, 3-pyrrolidinyl, guanidino, amidino, and mixtures thereof; each S is independently selected from C 1 -C 12 linear alkylene, C 1 -C 12 branched alkylene, C 3 -C 12 linear alkenylene, C 3 -C 12 branched alkenylene, C 3 -C 12 hydroxyalkylene, C 4 -C 12 dihydroxyalkylene, C 6 -C 10 arylene, C 8 -C 12 dialkylarylene, —(R 5 O) k R 5 —, —(R 5 O) k R 6 (OR 5 ) k —, —CH 2 CH(OR 7 )CH 2 —, and mixtures thereof; R 5 is C 2 -C 4 linear alkylene, C 3 -C 4 branched alkylene, and mixtures thereof; R 6 is C 2 -C 12 linear alkylene, and mixtures thereof; R 7 is hydrogen, C 1 -C 4 alkyl, and mixtures thereof; M is hydrogen or a water soluble cation; i is 0 or 1; i′ is 0 or 1; j is 0 or 1; j′ is 0 or 1; k is from 1 to 20; and m is from 0 to 10.
28 . A method according to claim 27 wherein I and j are each equal to 0; R is C 1 -C 4 linear alkylene, C 1 -C 4 branched alkylene, and mixtures thereof; R 3 —CO 2 M, L 1 has the formula:
S is C 2 -C 4 linear alkylene; R 4 is alkylamino having the formula:
—N(R 11 ) 2
wherein each R 11 is independently hydrogen, C 1 -C 4 alkyl, and mixtures thereof or the two R 11 can form a heterocycle of 4 to 8 carbon atoms, optionally containing other hetero atoms and optionally substituted; M is hydrogen; x is 1; y is 1, z is 1.
29 . A method according to claim 27 wherein R 1 is —CO 2 H, R 2 is selected from the group consisting of:
wherein R 11 is hydrogen, methyl, and mixture thereof; S is C 2 -C 6 linear alkylene; j′ is 1.
30 . A method according to claim 29 wherein R 2 is selected from the group consisting of:
31 . A method according to claim 22 , wherein said surfactant (b) is selected from the group consisting of amine oxides, polyhydroxy fatty acid amides, betaines, sulfobetaines, alkyl polyglycosides, alkyl ethoxylates, and mixtures thereof.
32 . A method according to claim 22 wherein the amine oxide monomer-containing polymeric suds enhancer comprises:
c) an amine oxide monomer unit having the formula: wherein y is either O or N, n is an integer from 1 to 10, and wherein said amine oxide monomer-containing polymeric suds enhancer has an average molecular weight of from about 1,000 to about 2,000,000 daltons; and d) a monomeric unit having the formula:Join the waitlist — get patent alerts
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