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US 12,503,554 B2Granted
(Meth)acrylate functional silicone and methods for its preparation and use
AssigneeDow Silicones Corporation
InventorsNanguo Liu, Zachary Wenzlick
Life of this patent
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Abstract
A (meth)acrylate functional silicone and method for its preparation are provided. This (meth)acrylate functional silicone may have pendant poly(meth)acrylate-functional groups. This (meth)acrylate functional silicone may have terminal alkenyl groups. This (meth)acrylate functional silicone may be used in pressure sensitive adhesives.
Claims15
A method for preparing a (meth)acrylate functional silicone, where the method comprises:
- 1) combining, under conditions to form a crude hydrolysis product, starting materials comprising
- A) an alkoxysilyl-functional (meth)acrylate monomer,
- B) water, and
- C) an acid catalyst;
- 2) refining the crude hydrolysis, thereby forming a refined hydrolysis product;
- 3) combining, under conditions to form a condensation product, the refined hydrolysis product and starting materials comprising
- D) a polydiorganosiloxane selected from the group consisting of
- D1) an unsaturated polydiorganosiloxane having, per molecule, at least one silicon bonded aliphatically unsaturated group;
- D2) a hydroxyl-functional polydiorganosiloxane having, per molecule, at least two silicon bonded hydroxyl groups, and
- D3) a combination of D1) and D2);
- E) a condensation reaction catalyst;
- optionally F) a polydialkylsiloxane;
- optionally G) a solvent;
- and
- H) a free radical scavenger;
- thereby making a condensation reaction product comprising the (meth)acrylate functional silicone and a condensation by-product;
- 4) refining the condensation reaction product during and/or after step 3);
- optionally 5) neutralizing the condensation reaction product;
- and
- optionally 6) recovering the (meth)acrylate functional silicone, where the (meth)acrylate functional silicone comprises unit formula
- (R12R3SiO1/2)2(R12SiO2/2)m(R1R2SiO2/2)n, where
- each R1 is a monovalent hydrocarbon group free of aliphatic unsaturation,
- each R2 is a (meth)acryloxyalkyl functional group,
- each R3 is an aliphatically unsaturated monovalent hydrocarbon group, and
- a quantity (m+n) is 500 to 10,000, and a ratio m/n is 1/1 to 500/1.
22 more elements
A method for preparing a (meth)acrylate functional silicone, where the method comprises:
- 1) combining, under conditions to form a crude hydrolysis product, starting materials comprising
- A) an alkoxysilyl-functional (meth)acrylate monomer,
- B) water, and
- C) an acid catalyst;
- 2) refining the crude hydrolysis, thereby forming a refined hydrolysis product;
- 3) combining, under conditions to form a condensation product, the refined hydrolysis product and starting materials comprising
- D) a polydiorganosiloxane selected from the group consisting of
- D1) an unsaturated polydiorganosiloxane having, per molecule, at least one silicon bonded aliphatically unsaturated group;
- and
- a combination of D1) and D2), wherein
- D2) is a hydroxyl-functional polydiorganosiloxane having, per molecule, at least two silicon bonded hydroxyl groups;
- where starting material D-1) comprises unit formula D1-1):
- (R3R12SiO1/2)b(R12SiO2/2)c(R3R1SiO2/2)d(R13SiO1/2)e(R′OR12 SiO1/2)f(R′OR1SiO2/2)g, where each R3 is an independently selected aliphatically unsaturated hydrocarbon group, each R1 is an independently selected monovalent hydrocarbon group free of aliphatic unsaturation, each R′ is independently selected from the group consisting of H and R1, subscript b is 0, 1, or 2, subscript c≥1, subscript d≥0, subscript e is 0, 1, or 2, subscript f is 0, 1, or 2, and subscript g≥0, with the provisos that a quantity (b+d)≥1, a quantity (b+e+f)=2, and a quantity (b+c+d+e+f+g) is at least 3;
- E) a condensation reaction catalyst;
- optionally F) a polydialkylsiloxane;
- optionally G) a solvent;
- and
- H) a free radical scavenger;
- thereby making a condensation reaction product comprising the (meth)acrylate functional silicone and a condensation by-product;
- 4) refining the condensation reaction product during and/or after step 3);
- optionally 5) neutralizing the condensation reaction product;
- and
- optionally 6) recovering the (meth)acrylate functional silicone.
20 more elements
Dependencies are inferred from the claim text.