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US 2006/0235142 A1Published application
Carbinol functional silicone resins
AssigneeDow Corning Corporation
InventorsJohn Hostman, Donald Liles, Randall Schmidt, Gary Wieber, Gerald Witucki
Life of this patent
Estimating the term…
Abstract
This invention relates to carbinol-functional silicone resins and a method to manufacture carbinol-functional silicone resins. This invention also relates to emulsion compositions comprising the carbinol-functional silicone resins. The carbinol-functional silicone resins can be used to make tough, water resistant, solvent resistant, scratch resistant, and heat resistant materials by formulating and reacting these silicone resins with certain organic materials.
Claims21
canceled
A carbinol-functional silicone resin of claim 20 wherein
- the alkyl group is methyl;
- the aryl group is phenyl;
- the carbinol group free of aryl groups having at least 3 carbon atoms is selected from a group having the formula R4OH wherein R4 is selected from
- (1) a group having the formula —(CH2)x— where x has a value of 3 to 10,
- (2) —CH2CH(CH3)—,
- (3) —CH2CH(CH3)CH2—,
- (4) —CH2CH2CH(CH2CH3)CH2CH2CH2—, and
- (5) a group having the formula —OCH(CH3)(CH2)x— wherein x has a value of 1 to 10 and a group having the formula R6(OH) wherein R6 is a group having the formula —CH2CH2(CH2)xOCH2CH— wherein x in each case has a value of 1 to 10;
- the aryl-containing carbinol group having at least 6 carbon atoms is a group having the formula R5OH wherein R5 is selected from
- (1) a group having the formula —(CH2)xC6H4— wherein x has a value of 0 to 10,
- (2) a group having the formula —CH2CH(CH3)(CH2)xC6H4— wherein x has a value of 0 to 10, and
- (3) a group having the formula —(CH2)xC6H4(CH2)x— wherein x has a value of 1 to 10.
9 more elements
A carbinol-functional silicone resin comprising the units:
- (R13SiO1/2)a (i)
- (R22SiO2/2)b (ii)
- (R3SiO3/2)c (iii) and
- (SiO4/2)d (iv)
- wherein R1 is independently a hydrogen atom, an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group free of aryl groups having at least 6 carbon atoms, or an aryl-containing carbinol group having at least 6 carbon atoms, R2 is a hydrogen atom, an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group free of aryl groups having at least 3 carbon atoms, or an aryl-containing carbinol group having at least 6 carbon atoms, R3 is an alkyl group having from 1 to 8 carbon atoms or an aryl group, a has a value of less than or equal to 0.6, b has a value of zero or greater than zero, c has a value of greater than zero, d has a value of less than 0.5, and the value of a+b+c+d=1, and with the proviso that when each R2 is methyl the value of b is less than 0.3 and with the proviso that greater than 25 wt % of the R1+R2+R3 groups in the carbinol-functional silicone resin are phenyl.
2 more elements
The carbinol-functional silicone resin of claim 20 where a has a typical value of 0.1 to 0.6, b has a typical value of 0 to 0.4, c has a typical value of 0.3 to 0.8, and d has a typical value of 0 to 0.3.
The carbinol-functional silicone resin according to claim 20 wherein the carbinol-functional silicone resin is selected from carbinol-functional silicone resins comprising the units:
- ((CH3)3SiO1/2)a
- ((R2)CH3SiO2/2)b where R2═—(CH2)3C6H4OH
- ((C6H5)CH3SiO2/2)b and
- (C6H5SiO3/2)c,
- carbinol-functional silicone resins comprising the units:
- ((R1)(CH3)2SiO1/2)a where R1═—(CH2)3C6H4OH and
- (C6H5 SiO3/2)c,
- carbinol-functional silicone resins comprising the units:
- ((R1)(CH3)2SiO1/2)a where R1═—(CH2)3C6H4OH and
- (CH3SiO3/2)c,
- carbinol-functional silicone resins comprising the units:
- ((R1)(CH3)2SiO1/2)a where R1═—(CH2)3OH and
- (C6H5SiO3/2)c,
- carbinol-functional silicone resins comprising the units:
- ((R1)(CH3)2SiO1/2)a where R1═—(CH2)3OH
- (CH3SiO3/2)c and
- (C6H5SiO3/2)c,
- carbinol-functional silicone resins comprising the units:
- ((CH3)3SiO1/2)a
- ((R2)CH3SiO2/2)b where R2═—(CH2)3OH
- ((C6H5)CH3SiO2/2)b and
- (C6H5SiO3/2)c,
- carbinol-functional silicone resins comprising the units:
- ((CH3)3SiO1/2)a
- ((R1)(CH3)2SiO1/2)a where R1═—(CH2)3OH and
- (C6H5SiO3/2)c,
- carbinol-functional silicone resins comprising the units:
- ((R1)(CH3)2SiO1/2)a where R1═—CH2CH(CH3)CH2OH
- ((H)(CH3)2SiO1/2)a and
- (C6H5SiO3/2)c,
- wherein a has a typical value of 0.1 to 0.6, b has a typical value of zero to 0.4, and c has a typical value of 0.3 to 0.8.
28 more elements
(canceled)
A method of preparing carbinol-functional silicone resins comprising reacting:
- (A′) at least one hydrogen-functional silicone resin comprising the units:
- (R73SiO1/2)a (i)
- (R82SiO2/2)b (ii)
- (R3SiO3/2)c (iii) and
- (SiO4/2)d (iv)
- wherein R7 and R8 are each independently an alkyl group having from 1 to 8 carbon atoms, an aryl group, or a hydrogen atom, R3 is an alkyl group having from 1 to 8 carbon atoms or an aryl group, a has a value of less than or equal to 0.6, b has a value of zero or greater than zero, c has a value of greater than zero, d has a value of less than 0.5, the value of a+b+c+d=1, with the proviso that when each R8 is methyl the value of b is less than 0.3, with the proviso that there are at least two silicon-bonded hydrogen atoms present in the silicone resin and with the proviso that greater than 10 wt % of the R7+R8+R3 croups are lheiivl;
- and (B′) at least one vinyl-terminated alcohol;
- in the presence of (C′) a hydrosilylation catalyst;
- and optionally (D′) at least one solvent.
6 more elements
A method of preparing carbinol-functional silicone resins comprising reacting:
- (A′) at least one hydrogen-functional silicone resin comprising the units:
- (R73SiO1/2)a (i)
- (R82SiO2/2)b (ii)
- (R3SiO3/2)c (iii) and
- (SiO4/2)d (iv)
- wherein R7 and R8 are each independently an alkyl group having from 1 to 8 carbon atoms, an aryl group, or a hydrogen atom, R3 is an alkyl group having from 1 to 8 carbon atoms or an aryl group, a has a value of less than or equal to 0.6, b has a value of zero or greater than zero, c has a value of greater than zero, d has a value of less than 0.5, the value of a+b+c+d=1, with the proviso that when each R8 is methyl the value of b is less than 0.3, with the proviso that there are at least two silicon-bonded hydrogen atoms present in the silicone resin and with the proviso that greater than 30 wt % of the R7+R8+R3 groups are phenyl;
- and (B′) at least one vinyl-terminated alcohol;
- in the presence of (C′) a hydrosilylation catalyst;
- and optionally (D′) at least one solvent.
6 more elements
An emulsion composition comprising:
- (A) a carbinol-functional silicone resin comprising the units:
- (R13SiO1/2)a (i)
- (R22SiO2/2)b (ii)
- (R3SiO3/2)c (iii) and
- (SiO4/2)d (iv)
- wherein R1 and R2 are each independently a hydrogen atom, an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group free of aryl groups having at least 3 carbon atoms, or an aryl-containing carbinol group having at least 6 carbon atoms, R3 is an alkyl group having from 1 to 8 carbon atoms or an aryl group, a has a value of less than or equal to 0.6, b has a value of zero or greater than zero, c has a value of greater than zero, d has a value of less than 0.5, and the value of a+b+c+d=1, and with the proviso that when each R2 is methyl the value of b is less than 0.3, and with the proviso there is on average at least one carbinol group per resin molecule;
- (B) at least one surfactant;
- and (C) water.
5 more elements
The carbinol-functional silicone resin according to claim 20, wherein greater than 25 weight percent of the R1+R2+R3 groups are phenyl.
A carbinol-functional silicone resin comprising the units:
- (R13SiO1/2)a (i)
- (R22SiO2/2)b (ii)
- (R3SiO3/2)c (iii) and
- (SiO4/2)d (iv)
- wherein R1 and R2 are each independently a hydrogen atom, an alkyl group having from 1 to 8 carbon atoms, an aryl group, a carbinol group free of aryl groups having at least 3 carbon atoms, or an aryl-containing carbinol group having at least 6 carbon atoms, R3 is an alkyl group having from 1 to 8 carbon atoms or an aryl group, a has a value of less than or equal to 0.6, b has a value of zero or greater than zero, c has a value of greater than zero, d has a value of less than 0.5, and the value of a+b+c+d=1, with the proviso that when each R2 is methyl the value of b is less than 0.3 and with the proviso there is on average at least one carbinol group per resin molecule and greater than 10 wt % of the R1+R2+R3 groups in the carbinol-functional silicone resin are phenyl.
2 more elements
Dependencies are inferred from the claim text.