Methylene beta-ketoester monomers, methods for making methylene beta-ketoester monomers, polymerizable compositions and products formed therefrom
US-9527795-B2 · Dec 27, 2016 · US
US2016096982A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016096982-A1 |
| Application number | US-201414787021-A |
| Country | US |
| Kind code | A1 |
| Filing date | Jun 10, 2014 |
| Priority date | Jun 24, 2013 |
| Publication date | Apr 7, 2016 |
| Grant date | — |
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A self-wetting adhesive composition is described comprising the reaction product of a low T g (meth)acrylate solute copolymer component; a low T g solvent monomer solvent monomer component comprising low T g monomers, a multifunctional acrylate; and a polymerizable siloxane copolymer having at least one polydiorganosiloxane segment and at least on oxyalkylene segment.
Opening claim text (preview).
What is claimed is: 1 . A syrup polymer composition comprising: a) 5 to 40 parts by weight of a low T g (meth)acrylate solute copolymer component; b) 60 to 95 parts by weight of a low Tg solvent monomer solvent monomer component comprising low Tg monomers and a multifunctional acrylate; the sum of a) and b) being 100 parts by weight; c) 5 to 50 parts by weight, relative to a) and b) of a siloxane copolymer having at least one polydiorganosiloxane segment and at least on oxyalkylene segment relative to 100 parts a) and b). 2 . The syrup polymer composition of claim 1 wherein the composition comprises 5 to 20 parts of siloxane copolymer, relative to 100 parts of a) and b). 3 . The syrup polymer composition of any of the previous claims wherein the solute copolymer comprises: a) 95-100 parts by weight of low T g monomer units; b) 0 to 5 parts of acid-functional monomer units; c) 0 to 5 parts of a non-acid functional polar monomer the sum being 100 parts by weight. 4 . The syrup polymer composition of any of the previous claims wherein the solvent monomer component comprises: a) 60 to 90 parts by weight of low T g monomers; b) 0 to 5 parts of acid functional monomers; c) 10 to 40 parts of a multiacrylate; the sum being 100 parts by weight. 5 . The syrup polymer composition of any of the previous claims comprising 20 to 50 parts of a siloxane copolymer, relative to 100 parts a) and b). 6 . The syrup polymer composition of any of the previous claims wherein the solute low T g copolymer comprises 1 to 5 parts by weight of acid-functional monomer units and 5 to 95 parts by weight of low T g monomer units. 7 . The syrup polymer composition of any of the previous claims wherein the solute low Tg copolymer comprises 1 to 5 parts by weight of non-acid-functional monomer units. 8 . The syrup polymer composition of any of the previous claims wherein the solvent monomer component comprises 1 to 5 parts by weight of acid-functional monomer units. 9 . The syrup polymer composition of any of the previous claims wherein the solute low T g copolymer comprises 100 parts by weight of low T g monomer units. 10 . The syrup polymer composition of any of the previous claims wherein the solute low T g copolymer has a T g of less than 0° C., preferably less than −20° C., more preferably less than −50° C. 11 . The syrup polymer composition of any of the previous claims wherein the segmented siloxane copolymer comprises at least two (meth)acrylate groups. 12 . The syrup polymer composition of any of claims 1 - 11 wherein the segmented siloxane copolymer is of the formula: X—(R 2 —O) a —Q—(SiR 1 2 O) b —Q—(O—R 2 ) a —X where X is H or a free radically polymerizable group; R 2 is an alkylene group; Q is difunctional linking group; R 1 is alkyl or aryl group; and a and b are independently integers greater than 1, with the proviso that at least one X is a free radically polymerizable group. 13 . The syrup polymer composition of any of claims 1 - 11 wherein the segmented siloxane copolymer is of the formula: R 1 3 SiO—(SiR 1 2 O) b —(SiR 1 (—Q(—O—R 2 ) a —X)O) a SiR 1 3 where R 1 is alkyl or aryl group; X is a free radically polymerizable group; R 2 is an alkylene group; Q is a difunctional linking group; and a and b are independently integers greater than 1. 14 . An adhesive comprising the cured syrup polymer composition of any of the previous claims. 15 . A method of making an adhesive comprising the steps of: partially polymerinzing a low T g monomer and optional acid functional monomer to a viscosity produce a syrup polymer composition, adding a multifunctional acrylate crosslinker agent, optional additional monomers, and a siloxane copolymer having at least one polydiorganosiloxane segment and at least on oxyalkylene segment, and further photopolymerizing. 16 . The method of claim 15 wherein the syrup polymer composition has a viscosity of from 500 to 10,000 cPs at 22° C. 17 . The method of any of claims 15 - 16 , wherein the syrup copolymer comprises up to 30 parts by weight of the solute copolymer in solvent monomers. 18 . The method of any of claims 15 - 17 comprising the steps of partially polymerizing a low T g monomer and other optional monomers to produce a syrup polymer composition of claim 1 , adding a multifunctional acrylate crosslinker agent, additional monomers, and plasticizer, and further photopolymerizing. 19 . The method of any of claims 15 - 18 where the other optional additional monomers comprise non-acid functional polar monomers. 20 . The method of claim 18 wherein up to 20 parts of additional monomers are added relative to 100 parts total monomers. 21 . An adhesive article comprising a substrate and a coating of the cured adhesive of nay of claims 1 - 13 on a surface thereof. 22 . The adhesive article of claim 21 wherein the adhesive has a 180° peel value of ≦5 Newtons/decimeter. 23 . The adhesive article of claim 21 wherein the substrate is transparent. 24 . The adhesive article of claim 21 wherein the adhesive has a transmissivity of greater than 90% in the visible range. 25 . The adhesive article of claim 21 wherein the substrate is a solar control film. 26 . The adhesive article of claim 21 having a transmissivity of at least 80% in the visible range. 27 . An adhesive comprising a) 10 to 40 parts by weight of a low T g (meth)acrylate solute copolymer component; b) 60 to 90 parts by weight of a crosslinked low T g solvent copolymer component; and c) 5 to 50 parts by weight a siloxane copolymer having at least one polydiorganosiloxane segment and at least on oxyalkylene segment, relative to a) and b).
{Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00 · CPC title
Crosslinking or vulcanising agents; including accelerators · CPC title
{Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00 · CPC title
Homopolymers or copolymers of acrylic acid esters · CPC title
Polysiloxanes · CPC title
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