← Back to Patent Explorer
US4178318A Expired / Lapsed US ⏱️ 0.0 years remaining

Graft polybutadiene copolymers

Assignee: EIDP Inc
•
Filing: 1978-04-26
•
Granted: 1979-12-11
•
Expires: 1998-04-26
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Graft copolymers of low molecular weight aliphatic conjugated diolefin polymers of high 1,2 vinyl content with acrylic monomers including certain acrylamide monomers grafted thereon provide alkaline resistant primer compositions that may be formulated into water base and solvent base compositions. The primer compositions may contain additional aliphatic conjugated diolefin polymer, hydroxy silicones, and crosslinking agent for increased solids content and improved properties.

Inventors

  • 👤 Mo-Fung Cheung

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 05:11
CPC Classifications
C; C09; C09D; C09D151/00; C09D151/04; Y; Y10; Y10T; Y10T428/00; Y10T428/26; Y10T428/263; Y10T428/264; Y10T428/31504; Y10T428/31652; Y10T428/31663; Y10T428/31678; Y10T428/31692; Y10T428/31696

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 179 words
An alkaline resistant primer composition comprising a graft copolymer that has a self-crosslinking portion that is about 10-60% by weight of the graft copolymer, the graft copolymer made by reacting in the presence of polymerization catalyst and under non-aqueous conditions: (A) aliphatic conjugated diolefin polymer having a number average molecular weight between about 1000-20,000 wherein about 40-90% of the aliphatic diolefin units are in 1,2 vinyl configuration; (B) olefinically unsaturated grafting monomers, copolymerizable with one another, comprising (i) about 10-40 mole percent of acrylamide monomers corresponding to the formula ##STR7## wherein R is a hydrogen or methyl, R 1 is hydrogen or C 1 -C 18 alkyl, R 2 is hydrogen or C 1 -C 8 alkyl; (ii) about 5-40 mole percent of hydroxy functional monomers, (iii) about 0-25 mole percent of carboxy functional acrylic monomers and (iv) at least about 3 mole percent of one or more esters of acrylic or methacrylic acid and C 1 -C 8 aliphatic alcohols, wherein there are above about 0.1 hydroxy groups in the graft copolymer for each amide group of (i).
Claim 2
Dependent Claim 179 words
An alkaline resistant primer composition comprising a graft copolymer that has a self-crosslinking portion that is about 10-60% by weight of the graft copolymer, the graft copolymer made by reacting in the presence of polymerization catalyst and under non-aqueous conditions: (A) aliphatic conjugated diolefin polymer having a number average molecular weight between about 1000-20,000 wherein about 40-90% of the aliphatic diolefin units are in 1,2 vinyl configuration; (B) olefinically unsaturated grafting monomers, copolymerizable with one another, comprising (i) about 10-40 mole percent of acrylamide monomers corresponding to the formula ##STR7## wherein R is a hydrogen or methyl, R 1 is hydrogen or C 1 -C 18 alkyl, R 2 is hydrogen or C 1 -C 8 alkyl; (ii) about 5-40 mole percent of hydroxy functional monomers, (iii) about 0-25 mole percent of carboxy functional acrylic monomers and (iv) at least about 3 mole percent of one or more esters of acrylic or methacrylic acid and C 1 -C 8 aliphatic alcohols, wherein there are above about 0.1 hydroxy groups in the graft copolymer for each amide group of (i).
Claim 3
Dependent Claim 24 words
The primer composition in accordance with claim 1, wherein B(iii) comprises 3-15 mole percent acid selected from acrylic or methacrylic acid or combinations thereof.
Claim 4
Dependent Claim 24 words
The primer composition in accordance with claim 1, which further comprises, in addition to the graft copolymer, a normally liquid aliphatic conjugated diolefin polymer.
Claim 5
Dependent Claim 31 words
The primer composition in accordance with claim 3, which further comprises, in addition to the graft copolymer an amino resin crosslinking agent at about 10-30% by weight of the graft copolymer.
Claim 6
Dependent Claim 31 words
The primer composition in accordance with claim 1, which further comprises a hydroxy functional copolymer comprising silicone in the form of .tbd.Si--OH with a number average molecular weight below about 2500.
Claim 7
Dependent Claim 45 words
The primer composition in accordance with claims 1 or 2 or 3 or 4 or 5, wherein (ii) comprises hydroxy functional monomers corresponding to the formula: ##STR8## wherein R is hydrogen or methyl; R 1 is a divalent hydrocarbon of up to about 8 carbons.
Claim 8
Dependent Claim 15 words
The primer composition in accordance with claim 1, which further comprises amino resin crosslinking agent.
Claim 9
Dependent Claim 22 words
The primer composition in accordance with claim 7, wherein B(iii) comprises about 3-15 mole percent acid selected from acrylic and methacrylic acid.
Claim 10
Dependent Claim 201 words
A coated metal substrate comprising a topcoat and in between the topcoat and the surface of the metal substrate, an alkaline resistant primer made by curing a primer composition comprising a graft copolymer that has a self-crosslinking acrylic portion that is about 10-60% by weight of the graft copolymer, the graft copolymer made by reacting in the presence of polymerization catalyst and under non-aqueous conditions: (A) aliphatic conjugated diolefin polymer having a number average molecular between about 1000-20,000 wherein about 40-90% of the aliphatic diolefin units are in 1,2 vinyl configuration; (B) olefinically unsaturated grafting monomers, copolymerizable with one another, comprising (i) about 10-40 mole percent of acrylamide monomers corresponding to the formula ##STR9## wherein R is hydrogen or methyl, R 1 is hydrogen or C 1 -C 8 alkyl, R 2 is hydrogen or C 1 -C 8 alkyl; (ii) about 5-40 mole percent hydroxy, functional monomers; (iii) about 0-25 mole percent of carboxy functional acrylic monomers and (iv) at least about 3 mole percent of one or more esters of acrylic or methacrylic acid and C 1 -C 8 aliphatic alcohols wherein there are above about 0.1 hydroxy groups in the graft copolymer for each amide group of (i).
Claim 11
Dependent Claim 201 words
A coated metal substrate comprising a topcoat and in between the topcoat and the surface of the metal substrate, an alkaline resistant primer made by curing a primer composition comprising a graft copolymer that has a self-crosslinking acrylic portion that is about 10-60% by weight of the graft copolymer, the graft copolymer made by reacting in the presence of polymerization catalyst and under non-aqueous conditions: (A) aliphatic conjugated diolefin polymer having a number average molecular between about 1000-20,000 wherein about 40-90% of the aliphatic diolefin units are in 1,2 vinyl configuration; (B) olefinically unsaturated grafting monomers, copolymerizable with one another, comprising (i) about 10-40 mole percent of acrylamide monomers corresponding to the formula ##STR9## wherein R is hydrogen or methyl, R 1 is hydrogen or C 1 -C 8 alkyl, R 2 is hydrogen or C 1 -C 8 alkyl; (ii) about 5-40 mole percent hydroxy, functional monomers; (iii) about 0-25 mole percent of carboxy functional acrylic monomers and (iv) at least about 3 mole percent of one or more esters of acrylic or methacrylic acid and C 1 -C 8 aliphatic alcohols wherein there are above about 0.1 hydroxy groups in the graft copolymer for each amide group of (i).
Claim 12
Dependent Claim 24 words
The metal substrate in accordance with claim 9, wherein B(iii) comprises 3-15 mole percent acid selected from acrylic or methacrylic acid or combinations thereof.
Claim 13
Dependent Claim 27 words
The metal substrate in accordance with claim 9 wherein the primer composition further comprises, in addition to the graft copolymer, a normally liquid aliphatic conjugated diolefin polymer.
Claim 14
Dependent Claim 34 words
The metal substrate in accordance with claim 9, wherein the primer composition further comprises, in addition to the graft copolymer, an amino resin crosslinking agent at about 10-30% by weight of the graft copolymer.
Claim 15
Dependent Claim 34 words
The metal substrate in accordance with claim 9, wherein the primer composition further comprises a hydroxy functional copolymer comprising silicone in the form of .tbd.Si--OH with a number average molecular weight below about 2500.
Claim 16
Dependent Claim 44 words
The metal substrate in accordance with claims 9 or 10 or 11 or 12 or 13, wherein (ii) comprises hydroxy functional monomers corresponding to the formula: ##STR10## wherein R is hydrogen or methyl; R 1 is divalent hydrocarbon of up to about 8 carbons.
Claim 17
Dependent Claim 18 words
The metal substrate in accordance with claim 13 wherein the primer composition further comprises amino resin crosslinking agent.
Claim 18
Dependent Claim 22 words
The metal substrate in accordance with claim 15, wherein B(iii) comprises about 3-15 mole percent acid selected from acrylic and methacrylic acid.
Claim 19
Dependent Claim 170 words
A process for making a graft polymer comprising a self-crosslinking acrylic portion that is about 10-60% by weight of the graft copolymer which comprises reacting in the presence of polymerization catalyst and under non-aqueous conditions: (A) a normally liquid aliphatic conjugated diolefin polymer wherein about 40-90% of the aliphatic diolefin units are in 1,2 vinyl configuration; (B) olefinically unsaturated grafting monomers, copolymerizable with one another, comprising (i) 10-40 mole percent one or more acrylamides corresponding to the formula ##STR11## wherein R is hydrogen or methyl, R 1 is hydrogen or C 1-C 8 alkyl, R 2 is hydrogen or C 1 -C 8 alkyl; (ii) about 5-40 mole percent of hydroxy functional monomers; (iii) about 0-25 mole percent of one or more carboxy functional acrylic monomers; and (iv) at least about 3 mole percent of one or more esters of acrylic or methacrylic acid and C 1 -C 8 aliphatic alcohols, wherein there are at least about 0.1 hydroxy groups in the graft copolymer for each amide group of (i).
Claim 20
Dependent Claim 170 words
A process for making a graft polymer comprising a self-crosslinking acrylic portion that is about 10-60% by weight of the graft copolymer which comprises reacting in the presence of polymerization catalyst and under non-aqueous conditions: (A) a normally liquid aliphatic conjugated diolefin polymer wherein about 40-90% of the aliphatic diolefin units are in 1,2 vinyl configuration; (B) olefinically unsaturated grafting monomers, copolymerizable with one another, comprising (i) 10-40 mole percent one or more acrylamides corresponding to the formula ##STR11## wherein R is hydrogen or methyl, R 1 is hydrogen or C 1-C 8 alkyl, R 2 is hydrogen or C 1 -C 8 alkyl; (ii) about 5-40 mole percent of hydroxy functional monomers; (iii) about 0-25 mole percent of one or more carboxy functional acrylic monomers; and (iv) at least about 3 mole percent of one or more esters of acrylic or methacrylic acid and C 1 -C 8 aliphatic alcohols, wherein there are at least about 0.1 hydroxy groups in the graft copolymer for each amide group of (i).
Claim 21
Dependent Claim 23 words
The process in accordance with claim 17, wherein B(iii) comprises 3-15 mole percent acid selected from acrylic or methacrylic acid or combinations thereof.

References Cited (Backward Citations)

US3113036A Cited
US3223655A Cited
US3206432A Cited
US3297623A Cited
US3170806A Cited
US3318971A Cited
US3365411A Cited
US3468836A Cited
US3639216A Cited
US3551525A Cited
US3796770A Cited
US3904563A Cited
US3897260A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-12-10 1983-06-11 1983-12-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-12-10 1987-06-11 1987-12-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-12-10 1991-06-11 1991-12-11 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag