Copolymer of epoxy compounds and amino silanes

Abstract

The present invention provides for a composition comprising the reaction product of a. an oxirane or oxetane compound comprising at least two oxirane or oxetane groups; and b. an amino silane having the formula: N(H)(R 1 )R 2 Si(OR 3 ) 3-a-b-c (OR 4 ) a (R 5 Si(OR 6 ) d (R 7 ) e ) b R 8 c with R 1 is chosen from the group consisting of H or a monovalent hydrocarbon radical containing one to 20 carbon atoms; R 2 and R 5 are independently selected from a group consisting of oxygen or a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons; R 4 is a hydrocarbon radical that contains 3 to 200 carbon atoms; R 3 , R 6 , R 7 , and R 8 and are each independently selected from the group of monovalent linear or branched hydrocarbon radicals having from 1 to 200 carbon atoms; the subscript b is zero or a positive number and has a value ranging from 0 to 3; the subscripts a, and c are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (a+b+c)≦3; the subscripts d and e are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (d+e)≦3.

1 . A composition comprising the reaction product of
 a) an oxirane or oxetane compound comprising at least two oxirane or oxetane groups; and   b) an amino silane having the formula:
   N(H)(R 1 )R 2 Si(OR 3 ) 3-a-b-c (OR 4 ) a (R 5 Si(OR 6 ) d (R 7 ) e ) b R 8   c    
   with R 1  is chosen from the group consisting of H or a monovalent hydrocarbon radical containing one to 20 carbon atoms;   R 2  is selected from a group consisting of a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons;   R 4  is a hydrocarbon radical that contains 3 to 200 carbon atoms;   R 5  is selected from a group consisting of oxygen or a divalent linear or branched hydrocarbon radical consisting of 1-60 carbons;   R 3 , R 6 , R 7 , and R 8  and are each independently selected from the group of monovalent linear or branched hydrocarbon radicals having from 1 to 200 carbon atoms;   the subscript b is zero or a positive number and has a value ranging from 0 to 3;   the subscripts a, and c are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (a+b+c)≦3;   the subscripts d and e are zero or positive and have a value ranging from 0 to 3 subject to the limitation that (d+e)≦3.   
     
     
         2 . The composition of  claim 1  where the oxirane or oxetane compound is selected from the group consisting of siloxanes, hydrocarbons and polyethers. 
     
     
         3 . The composition of  claim 2  where the oxirane or oxetane compound is a siloxane having the formula:
   M f M E   h M PE   i M H   j D k D E   l D PE   m D H   n T o T E   p T PE   q T H   r Q s  with     M=R 9 R 10 R 11 SiO 1/2;        M H =R 12 R 13 H SiO 1/2;        M PE =R 12 R 13 (—CH 2 CH(R 14 )(R 15 ) t O(R 16 ) u (C 2 H 4 O) v (C 3 H 6 O) w (C 4 H 8 O) x R 17 )SiO 1/2;        M E =R 12 R 13 (R E )SiO 1/2        D=R 18 R 19 SiO 2/2;  and     D H =R 20 HSiO 2/2        D PE =R 20 (—CH 2 CH(R 14 )(R 15 ) t O(R 16 ) u (C 2 H 4 O) v (C 3 H 6 O) w (C 4 H 8 O) x R 17 )SiO 2/2        D E =R 20 R E SiO 2/2.        T=R 21 SiO 3/2;        T H =HSiO 3/2;        T PE =(—CH 2 CH(R 14 )(R 15 ) t O(R 16 ) u (C 2 H 4 O) v (C 3 H 6 O) w (C 4 H 8 O) x R 17 )SiO 3/2;        T E =R E SiO 3/2;  and     Q=SiO 4/2;      where R 9 , R 10 , R 11 , R 12 , R 13 , R 18 , R 19 , R 20 , and R 21  are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to 60 carbon atoms;   R 14  is H or a 1 to 6 carbon atom alkyl group; R 15  is a divalent alkyl radical of 1 to 6 carbons; R 16  is selected from the group of divalent radicals consisting of —C 2 H 4 O—, —C 3 H 6 O—, and —C 4 H 8 O—; R 17  is selected from the group consisting of H, monofunctional hydrocarbon radicals of 1 to 6 carbons, and acetyl;   R E  is independently a monovalent hydrocarbon radical containing one or more oxirane or oxetane moieties having from one to sixty carbon atoms;   the subscript f may be zero or positive subject to the limitation that when the subscript f is zero, h must be positive;   the subscript h is zero or positive subject to the limitations that when h is zero,   the subscript f is positive, and that the sum of the subscripts h, l and p is positive;   the subscript k is zero or positive and has a value ranging from about 0 to about 1,000;   the subscript l is zero or positive and has a value ranging from about 0 to about 400 subject to the limitation that the sum of the subscripts h, l and p is positive;   the subscript o is zero or positive and has a value ranging from 0 to about 50;   the subscript p is zero or positive and has a value ranging from 0 to about 30 subject to the limitation that the sum of the subscripts h, l and p is positive;   the subscript s is zero or positive and has a value ranging from 0 to about 20;   the subscript i is zero or positive and has a value ranging from 0 to about 20;   the subscript m is zero or positive and has a value ranging from 0 to about 200;   the subscript q is zero or positive and has a value ranging from 0 to about 30;   the subscript j is zero or positive and has a value ranging from 0 to about 2;   the subscript n is zero or positive and has a value ranging from 0 to about 20;   the subscript r is zero or positive and has a value ranging from 0 to about 30;   the subscript t is zero or one;   the subscript u is zero or one;   the subscript v is zero or positive and has a value ranging from 0 to about 100 subject to the limitation that (v+w+x)>0;   the subscript w is zero or positive and has a value ranging from 0 to about 100 subject to the limitation that (v+w+x)>0;   the subscript x is zero or positive and has a value ranging from 0 to about 100 subject to the limitation that (v+w+x)>0;   
     
     
         4 . The composition of  claim 1  where the oxirane or oxetane compound is a hydrocarbon having the formula:
   R 22   y (R 23 ) z (R 24   α )(R 25 ) β     where R 22  and R 25  are independently a monovalent hydrocarbon radical containing one or more oxirane or oxetane moieties having from 3 to 12 carbon atoms;   R 23  and R 24  are each selected from the group consisting of H or a linear or branched monovalent hydrocarbon radical of 1 to 1000 carbons;   the subscripts y, z, α, β are zero or positive ranging from zero to four subject to the limitation that (y+β)>2.   
     
     
         5 . The composition of  claim 2  where the oxirane or oxetane compound is a polyether having the formula:
   R 26 O(R 27 ) γ (C 2 H 4 O) δ (C 3 H 6 O) ε (C 4 H 8 O) ζ R 28      where R 26  and R 28  are independently a monovalent hydrocarbon radical containing one or more oxirane or oxetane moieties having from 3 to 12 carbon atoms;   R 27  is selected from the group of divalent radicals consisting of —C 2 H 4 O—, —C 3 H 6 O—, and —C 4 H 8 O—;   the subscript γ is zero or 1;   the subscript δ is zero or positive and has a value ranging from 0 to about 100 subject to the limitation that (δ+ε+ζ)>0;   the subscript ε is zero or positive and has a value ranging from 0 to about 100 subject to the limitation that (δ+ε+ζ)>0;   the subscript ζ is zero or positive and has a value ranging from 0 to about 100 subject to the limitation that (δ+ε+ζ)>0.   
     
     
         6 . The reaction product of  claim 1  further comprising the reaction product of a compound having the formula:
   R 29 (R 30 ) κ Si(OR 31 ) 3-η-θ (R 32 ) η (OR 33 ) θ     where R 29  is a monovalent hydrocarbon radical containing one or more oxirane or oxetane moieties having from 3 to 12 carbon atoms;   R 30  is a divalent hydrocarbon radical consisting of 1-60 carbons and the subscript κ has a value of zero or 1; R 31  and R 32  are independently selected from the group of monovalent linear or branched hydrocarbon radicals having from 1 to 60 carbon atoms;   the subscript η is zero or positive and has a value ranging from 0 to 3;   the subscript θ is greater than 0 and less than or equal to 3, subject to the limitation that 3-η-θ is greater than or equal to zero;   R 33  is a hydrocarbon radical that contains 3 to 200 carbon atoms.   
     
     
         7 . The reaction product of  claim 1  wherein
 R 1  has from one to ten carbon atoms;   R 2  has from one to ten carbon atoms;   R 4  has from three to ten carbon atoms;   R 3 , R 6 , R 7 , and R 8  each independently have from one to twenty carbon atoms;   the subscript a ranges from 1 to 3;   the subscript b ranges from 0 to 25 more;   the subscript c ranges from 0 to 3;   R 9 , R 10 , R 11 , R 12 , R 13 , R 18 , R 19 , R 20 , and R 21  each independently have from one to four carbon atoms;   the subscripts f, l, m, n, o, p, q, r, each independently range from 0 to 200;   the subscript k ranges from 0-500;   the subscripts v, w, and x each independently range from 0 to 50;   R 23  and R 24  each independently have from five to one thousand carbon atoms;   subscripts δ, ε, ζ each independently range from 0 to 50;   R 31  and  32  each independently have from one to ten carbon atoms and   R 33  has from three to one hundred carbon atoms.   
     
     
         8 . The reaction product of  claim 1  wherein
 R 1  has from one to five carbon atoms;   R 2  has from two to eight carbon atoms;   R 4  has from three to eight carbon atoms;   R 3 , R 6 , R 7 , and R 8  each independently have from one to fifteen carbon atoms;   the subscript a ranges from 2 to 3;   the subscript b ranges from 0 to 15 more;   the subscript c ranges from 0 to 2;   R 9 , R 10 , R 11 , R 12 , R 13 , R 18 , R 19 , R 20 , and R 21  each independently have from one to three carbon atoms;   the subscripts f, l, m, n, o, p, q, r, each independently range from 0 to 100;   the subscript k ranges from 5-250;   the subscripts v, w, and x each independently range from 0 to 35;   R 23  and R 24  each independently have from ten to five hundred carbon atoms;   subscripts δ, ε, ζ each independently range from 0 to 30;   R 31  and  32  each independently have from one to eight carbon atoms and   R 33  has from three to fifty carbon atoms.   
     
     
         9 . The reaction product of  claim 1  wherein
 R 1  is hydrogen;   R 2  has from two to five carbon atoms;   R 4  has from three to five carbon atoms;   R 3 , R 6 , R 7 , and R 8  each independently have from two to eight carbon atoms;   the subscript a is 0 or 1;   the subscript b is 3;   the subscript c is 0 or 1;   R 9 , R 10 , R 11 , R 12 , R 13 , R 18 , R 19 , R 20 , and R 21  each independently methyl;   the subscripts f, l, m, n, o, p, q, r, each independently range from 0 to 50;   the subscript k ranges from 5 to 150;   the subscripts v, w, and x each independently range from 0 to 25;   R 23  and R 24  each independently have from five to one thousand carbon atoms;   subscripts δ, ε, ζ each independently range from 0 to 15;   R 31  and  32  each independently have from one to four carbon atoms and   R 33  has from three to ten carbon atoms.   
     
     
         10 . The reaction product of  claim 6  wherein
 R 1  has from one to ten carbon atoms;   R 2  has from one to ten carbon atoms;   R 4  has from three to ten carbon atoms;   R 3 , R 6 , R 7 , and R 8  each independently have from one to twenty carbon atoms;   the subscript a ranges from 1 to 3;   the subscript b ranges from 0 to 25 more;   the subscript c ranges from 0 to 3;   R 9 , R 10 , R 11 , R 12 , R 13 , R 18 , R 19 , R 20 , and R 21  each independently have from one to four carbon atoms;   the subscripts f, l, m, n, o, p, q, r, each independently range from 0 to 200;   the subscript k ranges from 0-500;   the subscripts v, w, and x each independently range from 0 to 50;   R 23  and R 24  each independently have from five to one thousand carbon atoms more preferred 10-500 most preferred 10-300;   subscripts δ, ε, ζ each independently range from 0 to 50;   R 31  and  32  each independently have from one to ten carbon atoms and   R 33  has from three to one hundred carbon atoms.   
     
     
         11 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 1 . 
     
     
         12 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 2 . 
     
     
         13 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 3 . 
     
     
         14 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 4 . 
     
     
         15 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 5 . 
     
     
         16 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 6 . 
     
     
         17 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 7 . 
     
     
         18 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 8 . 
     
     
         19 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 9 . 
     
     
         20 . An aqueous emulsion where the discontinuous phase comprises water and the emulsion comprises the composition of  claim 10 . 
     
     
         21 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 1 . 
     
     
         22 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 2 . 
     
     
         23 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 3 . 
     
     
         24 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 4 . 
     
     
         25 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 5 . 
     
     
         26 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 6 . 
     
     
         27 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 7 . 
     
     
         28 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 8 . 
     
     
         29 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 9 . 
     
     
         30 . An aqueous emulsion where the continuous phase comprises water and the emulsion comprises the composition of  claim 10 . 
     
     
         31 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic solvent and the emulsion comprises the composition of  claim 1 . 
     
     
         32 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 2 . 
     
     
         33 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 3 . 
     
     
         34 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 4 . 
     
     
         35 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 5 . 
     
     
         36 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 6 . 
     
     
         37 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 7 . 
     
     
         38 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 8 . 
     
     
         39 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 9 . 
     
     
         40 . An non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 10 . 
     
     
         41 . A non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 1 . 
     
     
         42 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 2 . 
     
     
         43 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 3 . 
     
     
         44 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 4 . 
     
     
         45 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 5 . 
     
     
         46 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 6 . 
     
     
         47 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 7 . 
     
     
         48 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 8 . 
     
     
         49 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 9 . 
     
     
         50 . An non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the emulsion comprises the composition of  claim 10 .