IP Library Granted Patent US 8,198,361
Granted Patent B2
US 8,198,361 · App. 12/694,636 · Granted Jun 12, 2012

Silicon polyethers and a method of producing the same

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Quick Facts
Patent No.
US 8,198,361
App. No.
12/694,636
Granted
Jun 12, 2012
Kind
B2
Abstract

The present invention provides a non-crosslinked silicon polyether composition comprising at least one compound with the following formula; [(R 1 O)(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c ] d R 2 (R 3 ) e wherein R 1 is a monovalent radical defined as M g M A h M B i M H j M E k D l D H m D E n T o T H p T E q Q r M=R 4 R 5 R 6 SiO 1/2 ; M A =R 7 R 8 R 9 SiR 10 ; M B =[(R 11 R 12 R 13 Si) s R 14 ] t Si(R 15 ) u (R 16 ) v R 17 M H =R 18 Si(R 19 )(R 20 )O 1/2 ; M E =R 21 R 22 R E SiO 1/2 ; D=R 23 R 24 SiO 2/2 ; D H =R 25 Si(R 26 )O 2/2 ; D E =R 27 R E SiO 2/2 ; T=R 28 SiO 3/2 ; T H =R 29 SiO 3/2 ; T E =R E SiO 2/2 ; and Q=SiO 4/2 ; R 2 and R 14 are polyvalent linear or branched; R 3 is —(C 2 H 4 O)(C 3 H 6 O) b (C 4 H 8 O) c —R 30 or R 1 ; R 30 is a monovalent saturated; R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 11 , R 12 , R 13 , R 15 , R 16 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 26 , R 27 , and, R 28 are monovalent hydrocarbon radicals having from 1 to about 10 carbons; R 10 , R 17 , R 18 , R 25 and R 29 are divalent hydrocarbon radicals having 1 to about 25 carbons; R E is —R 32 —(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c —R 33 ; R 32 is a divalent hydrocarbon radical having 1 to about 60 carbons; R 33 is a monovalent hydrocarbon radical having 1 to about 20 carbons; h is 0 or 1 subject to the limitation if h is 1 then g+i+j+k+l+m+n+o+p+q+r=0; subscript d is 1<d+e≦about 25 limitation that the sum d+e is equal to the valency of R 2 and 1<d; e is zero; subscripts a, b and c are zero or positive; subscripts g, h, i, j, k, l, m, n, o, p, q and r are zero or positive; subscript s is positive; and subscripts t, u, and v are zero or positive.

Claims (92)

1. A non-crosslinked silicon polyether composition comprising at least one compound with the following formula;

[(R 1 O)(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c ] d R 2 (R 3 ) e

whereas

R 1 is a monovalent radical difined as

M g M A h M B i M H j M E k D l D H m D E n T o T H p T E q Q r

wherein

M=R 4 R 5 R 6 SiO 1/2 ;

M A =R 7 R 8 R 9 SiR 10 ;

M B =[(R 11 R 12 R 13 Si) s R 14 ] t Si(R 15 ) u (R 16 ) v R 17

M H =R 18 Si(R 19 )(R 20 )O 1/2 ;

M E =R 21 R 22 R E SiO 1/2 ;

D=R 23 R 24 SiO 2/2 ;

D H =R 25 Si(R 26 )O 2/2 ;

D E =R 27 R E SiO 2/2 ;

T=R 28 SiO 3/2 ;

T H −R 29 SiO 3/2 ;

T E =R E SiO 2/2 ; and

Q=SiO 4/2 ;

where R 2 and R 14 are polyvalent linear or branched unsaturated or saturated hydrocarbon radicals optionally containing heteroatoms and hydroxyl groups subject to the limitation that the valency of R 2 and R 14 is at least two and contains from 1 to about 25 carbon atoms;

R 3 is —(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c —R 30 or R 1 ;

R 30 is a monovalent saturated or unsaturated hydrocarbon radical having from 1 to about 20 carbon atoms;

R 4 , R 5 , R 6 , R 11 , R 12 , R 13 , R 15 , R 16 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 26 , R 27 , and, R 28 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to about 10 carbon atoms or OR 31 , and R 7 , R 8 and R 9 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to about 10 carbon atoms;

R 31 is a monovalent hydrocarbon radical that optionally contains heteroatoms having 1 to about 10 carbon atoms;

R 10 , R 17 , R 18 , R 25 and R 29 are independently selected from the group of divalent hydrocarbon radicals having 1 to about 25 carbon atoms;

R E is —R 32 —(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c —R 33 ;

R 32 is a divalent hydrocarbon radical having from 1 to about 60 carbon atoms;

R 33 is a monovalent saturated or unsaturated hydrocarbon radical having from 1 to about 20 carbon atoms;

subscript h is 0 or 1 subject to the limitation if h is 1 then g+i+j+k+l+m+n+o+p+q+r=0;

subscript d is positive subject to the limitation 2≦d≦ about 25 subject to the limitation that the sum d+e is equal to the valency of R 2 ;

subscript e is zero or up to about 24 ;

subscripts a, b and c are zero or positive subject to the limitation 0<a+b+c≦ about 300;

the subscripts g, i, j, k, l, m, n, o, p, q and r are zero or positive and have values ranging from about 0 to about 300;

subscript s is positive subject to the limitation 0<s <25 and s is equal to the valency of R 14 minus 1;

subscripts t, u, and v are zero or positive subject to the limitations 1≦t and t+u+v=3; and, at least one of the subscripts i, i, m or p are positive or h is one.

2. The non-crosslinked silicon polyether composition of claim 1 wherein said non-crosslinked silicon polyether composition comprises the compound having the following formula;

[(R 1 O)(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c ] d R 2 (R 3 ) e

wherein

R 1 is (CH 3 ) 3 SiOSi(R 25 )(CH 3 )OSi(CH 3 ) 3 ;

R 25 is —CH 2 CH(H or CH 3 )CH 2 —

subscript a is about 5 to about 50;

subscript b is about 5 to about 50;

subscripts c and e are 0;

subscript d is about 3; and

R 2 is a trivalent hydrocarbon with about 3 to about 10 carbon atoms.

3. The non-crosslinked silicon polyether composition of claim 1 wherein said non-crosslinked silicon polyether composition comprises the compound having the following formula;

[(R 1 O)(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c ] d R 2 (R 3 ) e

wherein

R 1 is (CH 3 ) 3 SiOSi(R 25 )(CH 3 )OSi(CH 3 ) 3 ;

R 25 is a divalent hydrocarbon with about 3 to about 10 carbon atoms;

subscripts a and d are each about 4;

subscripts b, c and e are 0; and

R 2 is a tetravalent hydrocarbon with about 4 to about 20 carbon atoms.

4. The non-crosslinked silicon polyether composition of claim 1 wherein said non-crosslinked silicon polyether composition comprises the compound having the following formula;

[(R 1 O)(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c ] d R 2 (R 3 ) e

wherein

R 1 and R 3 are (CH 3 ) 3 SiCH 2 CH 2 Si(CH 3 ) 2 )R 17 —;

R 17 is a divalent hydrocarbon with about 3 to about 10 carbon atoms;

subscript a is about 5 to about 50;

subscript b is about 0 to about 10;

subscript c is 0;

R 2 is CH 3 CH 2 C(CH 2 —) 2 (CH 2 O—) where R 3 is connected to the 0 atom in R 2 ;

subscript d is about 2; and

subscript e is about 1.

5. The non-crosslinked silicon polyether composition of claim 1 wherein said non-crosslinked silicon polyether composition comprises the compound having the following formula;

[(R 1 O)(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c ] d R 2 (R 3 ) e

wherein

R 1 and R 3 are (CH 3 ) 3 SiOSi(R 25 )(CH 3 )OSi(CH 3 ) 3 ;

R 25 is a divalent hydrocarbon with about 3 to about 10 carbon atoms;

subscript a is about 5 to about 50;

subscript d is 2;

subscript e is 1;

subscripts b and c are 0; and

R 2 is CH 3 CH 2 C(CH 2 —) 2 (CH 2 O—) where R 3 is connected to the 0 atom in R 2 .

6. The non-crosslinked silicon polyether composition of claim 1 wherein:

R 2 and R 14 are polyvalent linear or branched unsaturated or saturated hydrocarbon radicals optionally containing heteroatoms and hydroxyl groups subject to the limitation that the valency of R 2 and R 14 is at least two and contains from 1 to about 20 carbon atoms;

R 30 is a monovalent saturated or unsaturated hydrocarbon radical having from 1 to about 10 carbon atoms;

R 4 , R 5 , R 6 , R 11 , R 12 , R 13 , R 15 , R 16 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 26 , R 27 , and, R 28 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to about 5 carbon atoms or OR 31 , and R 7 , R 8 and R 9 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to 5 carbon atoms;

R 10 , R 17 , R 18 , R 25 and R 29 are independently selected from the group of divalent hydrocarbon radicals having 2 to about 20 carbon atoms;

R 32 is a divalent hydrocarbon radical having from 2 to about 20 carbon atoms;

R 33 is a monovalent saturated or unsaturated hydrocarbon radical having from 1 to about 10 carbon atoms;

subscripts a, b and c are zero or positive subject to the limitation 0<a+b+c≦ about 250;

subscript s is positive subject to the limitation 0<s <10 and s is equal to the valency of R 14 minus 1.

7. The non-crosslinked silicon polyether composition of claim 1 wherein:

R 2 and R 14 are polyvalent linear or branched unsaturated or saturated hydrocarbon radicals optionally containing heteroatoms and hydroxyl groups subject to the limitation that the valency of R 2 and R 14 is at least two and contains from 1 to about 15 carbon atoms;

R 30 is a monovalent saturated or unsaturated hydrocarbon radical having from 1 to about 5 carbon atoms;

R 4 , R 5 , R 6 , R 11 , R 12 , R 13 , R 15 , R 16 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 26 , R 27 , and, R 28 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to about 3 carbon atoms or OR 31 and R 7 , R 8 and R 9 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to 3 carbon atoms;

R 10 , R 17 , R 18 , R 25 and R 29 are K are independently selected from the group of divalent hydrocarbon radicals having 3 to about 10 carbon atoms;

R 32 is a divalent hydrocarbon radical having from 3 to about 10 carbon atoms;

R 33 is a monovalent saturated or unsaturated hydrocarbon radical having from 1 to about 5 carbon atoms;

subscripts a, b and c are zero or positive subject to the limitation 0 <a +b +c ≦ about 200;

subscript s is positive subject to the limitation 0 <s <10 and s is equal to the valency of R 14 −1.

8. The non-crosslinked silicon polyether composition of claim 1 further comprising at leas one additive selected from the group consisting of coupling agents, silane coupling agents, curing aids, activators, retarders, accelerators, processing additives such as oils, plasticizers, tackifying resins, silicas, fillers, pigments, fatty acids, zinc oxide, waxes, antioxidants and antiozonants, peptizing agents, reinforcing materials, and carbon black.

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