EP0205827A2 — Acrylic polymers containing hydrolyzable moieties…

Claim 1

Independent Claim 133 words

An ungelled acrylic resin composition comprising an acrylic polymer having in a molecule thereof at least one group containing a silicon atom said group selected from: , and wherein each R independently is selected from the group of moieties consisting of Y, hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, and OR in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, wherein Y represents an easily hydrolyzable group; provided that said acrylic resin composition contains an amount of easily hydrolyzable Y moieties such that the ratio of the number of grams of said ungelled acrylic resin composition to equivalents of easily hydrolyzable Y moieties in said ungelled acrylic resin composition is in a range of from 40 to 667.

Claim 2

Dependent Claim 133 words

An ungelled acrylic resin composition comprising an acrylic polymer having in a molecule thereof at least one group containing a silicon atom said group selected from: , and wherein each R independently is selected from the group of moieties consisting of Y, hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, and OR in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, wherein Y represents an easily hydrolyzable group; provided that said acrylic resin composition contains an amount of easily hydrolyzable Y moieties such that the ratio of the number of grams of said ungelled acrylic resin composition to equivalents of easily hydrolyzable Y moieties in said ungelled acrylic resin composition is in a range of from 40 to 667.

Claim 3

Dependent Claim 40 words

The ungelled acrylic resin composition of claim 1 which is curable to a tack free state in the presence of atmospheric moisture and a catalyst at a temperature of less than or equal to 121 degrees C within 3 hours.

Claim 4

Dependent Claim 35 words

The ungelled acrylic resin composition of claim 1 which is curable to a tack free state in the presence of atmospheric moisture and a catalyst at a temperature of 24 degrees C within 24 hours.

Claim 5

Dependent Claim 101 words

The ungelled acrylic resin composition of claim 1 wherein at least a portion of the R moieties other than Y independently represents a C 1 -C 10 group, joined to Si through an Si-C linkage, containing a primary amino group, a secondary amino group, a tertiary amino group, a polyamino group, a mercapto group, a methacrylato group, an acrylato group, a urea group, a cyclic urea group, a urethane group, a 1,2-epoxy group, an ester group, an ether group, a thioether group, an amido group, an imidazolinyl group, a cyano group, an allyl group, a vinyl group, and/or a halo group.

Claim 6

Dependent Claim 93 words

The ungelled acrylic resin composition of claim 1 wherein each Y independently is selected from the group consisting of -OR 1 , and the monohydroxy cyclic C 2 -C 3 residue of a 1,2- or 1,3-glycol, wherein R represents C 1 -C 3 alkyl, preferably C 1 -C 2 alkyl, and most preferably methyl, R 2 independently represents H or C 1 -C 4 alkyl, R 3 and R 4 independently represent H, C 1 -C 4 alkyl, C 6 - C 8 aryl and R 5 represents C 4 -C 7 alkyiene.

Claim 7

Dependent Claim 24 words

The ungelled acrylic resin composition of claim 1 wherein at least one R is a methoxy group and at least one R is methyl.

Claim 8

Dependent Claim 102 words

The ungelled acrylic resin composition of claim 1 wherein said acrylic polymer is a reaction product of an acrylic polyol and an organosilicon-containing material comprising at lest 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula R-Si (RP 6 ) 3 wherein R independently represents OR , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR 7 group in which R 7 represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R 6 independently represents a C 1 -C 3 alkyl group.

Claim 9

Dependent Claim 96 words

The ungelled acrylic resin composition of claim 1 wherein said acrylic polymer is of a reaction product of an acrylic polyol and an organosilicon-containing material comprising at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula wherein R independently represents OR , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR 7 group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R independently represents a C 1 -C 3 alkyl group.

Claim 10

Dependent Claim 96 words

The ungelled acrylic resin composition of Claim 1 wherein said acrylic polymer is a reaction product of an acrylic polyol and an organosilicon-containing material comprising at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula wherein R independently represents OR 6 , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR 7 group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R independently represents a C 1 -C 3 alkyl group.

Claim 11

Dependent Claim 120 words

The ungelled acrylic resin composition of claim 1 wherein said acrylic polymer is a reaction product of an acrylic polyol and an organosilicon-containing material comprising a mixture containing at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula R-Si(OR 6 ) 3 and at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula wherein R independently represents OR , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR 7 group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R independently represents a C 1 -C 3 alkyl group.

Claim 12

Dependent Claim 90 words

The ungelled acrylic resin composition of claim 1 wherein said acrylic polymer is a reaction product of an acrylic polyol and a partial hydrolysis product of a compound corresponding to the formula R-Si(OR 6 ) 3 wherein R independently represents OR 6 , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR 7 group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R independently represents a C 1 -C 3 alkyl group.

Claim 13

Dependent Claim 25 words

The ungelled acrylic resin composition of claim 10 wherein at least one OR 6 is a methoxy group and at least one R is methyl.

Claim 14

Dependent Claim 32 words

The ungelled acrylic resin composition of claim 10 wherein said acrylic polyol has a weight average molecular weight determined by gel permeation chromatography using a polystyrene standard of from 600 to 50,000.

Claim 15

Dependent Claim 22 words

The ungelled acrylic resin composition of claim 10 wherein said acrylic polyol has a hydroxyl equivalent weight of from 116 to 1,000.

Claim 16

Dependent Claim 137 words

A nonaqueous composition comprising: an ungelled acrylic resin composition containing an acrylic polymer having in a molecule thereof at least one group containing a silicon atom said group selected from: , and wherein each R independently is selected from the group of moieties consisting of Y, hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, and OR in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, wherein Y represents an easily hydrolyzable group; provided that said acrylic resin composition contains an amount of easily hydrolyzable Y moieties such that the ratio of the number of grams of said ungelled acrylic resin composition to equivalents of easily hydrolyzable Y moieties in said ungelled acrylic resin composition is in a range of from 40 to 667.

Claim 17

Dependent Claim 137 words

A nonaqueous composition comprising: an ungelled acrylic resin composition containing an acrylic polymer having in a molecule thereof at least one group containing a silicon atom said group selected from: , and wherein each R independently is selected from the group of moieties consisting of Y, hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, and OR in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, wherein Y represents an easily hydrolyzable group; provided that said acrylic resin composition contains an amount of easily hydrolyzable Y moieties such that the ratio of the number of grams of said ungelled acrylic resin composition to equivalents of easily hydrolyzable Y moieties in said ungelled acrylic resin composition is in a range of from 40 to 667.

Claim 18

Dependent Claim 33 words

The nonaqueous composition of claim 15 which is curable in the presence of atmospheric moisture and a catalyst at a temperature of less than or equal to 121 degrees C within 3 hours.

Claim 19

Dependent Claim 28 words

The nonaqueous composition of claim 15 which is curable in the presence of atmospheric moisture and a catalyst at a temperature of 24 degrees C within 24 hours.

Claim 20

Dependent Claim 99 words

The nonaqueous composition of claim 15 wherein at least a portion of the R moieties other than Y independently represents a C 1 -C 10 group, joined to Si through an Si-C linkage, containing a primary amino group, a secondary amino group, a tertiary amino group, a polyamino group, a mercapto group, a methacrylato group, an acrylato group, a urea group, a cyclic urea group, a urethane group, a 1,2-epoxy group, an ester group, an ether group, a thioether group, an amido group, an imidazolinyl group, a cyano group, an allyl group, a vinyl group, and/or a halo group.

Claim 21

Dependent Claim 92 words

The nonaqueous composition of claim 15 wherein each Y of said acrylic polymer independently is selected from the group consisting of -OR, and the monohydroxy cyclic C 2 -C 3 residue of a 1,2- or 1,3-glycol, wherein R represents C 1 -C 3 alkyl, preferably C I -C 2 alkyl, and most preferably methyl, R 2 independently represents H or C 1 -C 4 alkyl, R 3 and R 4 independently represent H, C 1 -C 4 alkyl, C 6 -C 8 aryl and R 5 represents C 4- C 7 alkylene.

Claim 22

Dependent Claim 22 words

The nonaqueous composition of claim 15 wherein at least one R is a methoxy group and at least one R is methyl.

Claim 23

Dependent Claim 118 words

The nonaqueous composition of claim 15 wherein said acrylic polymer is a reaction product of an acrylic polyol and an organosilicon-containing material comprising a mixture containing at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula R-Si(OR 6 ) 3 and at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula wherein R independently represents OR , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR 7 group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R independently represents a C 1 -C 3 alkyl group.

Claim 24

Dependent Claim 14 words

A substrate having thereon a cured film comprising the nonaqueous composition of claim 15.

Claim 25

Dependent Claim 14 words

A substrate having thereon a cured film comprising the nonaqueous composition of claim 16.

Claim 26

Independent Claim 119 words

A method of preparing an ungelled acrylic resin composition, curable in the presence of atmospheric moisture and a catalyst at a temperature of less than or equal to 121 degrees C, by reacting components comprising: (A) an acrylic polyol; and (b) an organosilicon-containing material comprising at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula R-Si(OR 6 ) 3 wherein R independently represents OR 6 , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R independently represents a C 1 -C 3 alkyl group.

Claim 27

Independent Claim 119 words

A method of preparing an ungelled acrylic resin composition, curable in the presence of atmospheric moisture and a catalyst at a temperature of less than or equal to 121 degrees C, by reacting components comprising: (A) an acrylic polyol; and (b) an organosilicon-containing material comprising at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula R-Si(OR 6 ) 3 wherein R independently represents OR 6 , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R independently represents a C 1 -C 3 alkyl group.

Claim 28

Dependent Claim 83 words

The method of claim 24 wherein said organosilicon-containing material additionally comprises at least 10 percent by weight of said organosilicon-containing material of a compound corresponding to the formula wherein R independently represents OR 6 , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR 7 group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R 6 independently represents a C 1 -C 3 alkyl group.

Claim 29

Dependent Claim 79 words

The method of claim 24 wherein said organosilicon-containing material is a partial hydrolysis product of a compound corresponding to the formula R-Si(OR 6 ) 3 wherein R independently represents OR 6 , hydrogen, a C 1 -C 10 group joined to Si through an Si-C linkage, or a OR 7 group in which R represents alkyl having at least 4 carbon atoms, aryl, alkylaryl, arylalkyl, aryloxyalkyl, or alkyloxyalkyl, and R independently represents a C 1 -C 3 alkyl group.

Claim 30

Dependent Claim 11 words

The nonaqueous composition of claim 15 additionally comprises an organic polyol.

Claim 31

Dependent Claim 43 words

The nonaqueous composition of claim 27 wherein said organic polyol is selected from the group consisting of: simple diols, triols and higher hydric alcohols; acrylic polyols; polyurethane polyols; polyester polyols; polyether polyols; amide-containing polyols; polyhydroxyl-functional epoxy resins; polyhydric polyvinyl alcohols; and mixtures thereof.

Acrylic polymers containing hydrolyzable moieties from organosilane compounds

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