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US4487909A
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US
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Ternary adhesive systems containing a polyester polyol, an isocyanate-polyester-urethane, and a crosslinking agent which is a polyisocyanate
Assignee: National Starch and Chemical Investment Holding Corp
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Filing: 1983-10-03
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Granted: 1984-12-11
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Expires: 2003-10-03
Abstract
Abstract Disclosed are adhesive systems and adhesives formed from (A) hydroxyl-terminated, preferably branched, polyols containing adipic acid, (B) isocyanate-capped, polyol-based urethanes also containing adipic acid and (C) polyisocyanate cross-linking agents.
Inventors
- 👤 James E. Coughlin
- 👤 Eugene G. Sommerfeld
- 👤 Clifford H. Strolle
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 22:33
CPC Classifications
C; C09; C09J; C09J175/00; C09J175/04; C09J175/06; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/28; C08G18/40; C08G18/42; C08G18/4205
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
115 words
A ternary adhesive system consisting essentially of: A. a polyester polyol of adipic acid having a molecular weight MHD n of about 1,000-5,000 and soluble in methyl ethyl ketone or ethyl acetate to the extent of at least 65% by weight; B. an isocyanate-capped polyester-urethane formed from at least one diacid including adipic acid and at least one polyol having a molecular weight MHD n of about 500-4,000 which has been extended and capped with a diisocyanate in the --NCO/--OH ratio of 2/1-1.3/1 and is capable of forming a block copolymer with and thereby extending polyol A; and C. a polyisocyanate crosslinking agent C supplying 6-50% by weight in a mixture of B plus C.
Claim 2
Dependent Claim
115 words
A ternary adhesive system consisting essentially of: A. a polyester polyol of adipic acid having a molecular weight MHD n of about 1,000-5,000 and soluble in methyl ethyl ketone or ethyl acetate to the extent of at least 65% by weight; B. an isocyanate-capped polyester-urethane formed from at least one diacid including adipic acid and at least one polyol having a molecular weight MHD n of about 500-4,000 which has been extended and capped with a diisocyanate in the --NCO/--OH ratio of 2/1-1.3/1 and is capable of forming a block copolymer with and thereby extending polyol A; and C. a polyisocyanate crosslinking agent C supplying 6-50% by weight in a mixture of B plus C.
Claim 3
Dependent Claim
49 words
An adhesive system of claim 1 wherein the polyester polyol A is a copolymer of at least one aromatic dicarboxylic acid and adipic acid with at least one polyol, ##EQU7## extending between 1.05/1 and 1.5/1, ##EQU8## extending between ∞ and 0.86/1, and ##EQU9## extending between 0 and about 0.8/1.
Claim 4
Dependent Claim
23 words
An adhesive system of claim 2 wherein the polyester polyol A is a copolyester of at least one phthalic acid and adipic acid.
Claim 5
Dependent Claim
29 words
An adhesive system of claim 2 wherein the polyester polyol A is a copolyester of at least one phthalic acid and adipic acid with ethylene glycol and trimethylol propane.
Claim 6
Dependent Claim
62 words
An adhesive system of claim 2 wherein the polyester-urethane B is formed from a hydroxyl-bearing polyester made from at least one polyol and at least one diacid including adipic acid wherein ##EQU10## is within the range 1.05/1-1.5/1 and the molecular weight MHD n=500-4,000, ##EQU11## is within the range 5/1-∞, ##EQU12## is within the range 0-0.8/1, and ##EQU13## is within the range 2/1-1.3/1.
Claim 7
Dependent Claim
24 words
An adhesive system of claim 5 wherein the hydroxyl-bearing polyester is a polyester of ethylene glycol, at least one phthalic acid and adipic acid.
Claim 8
Dependent Claim
117 words
A high-solids adhesive formed in situ wherein a polyester polyol of adipic acid A having a molecular weight MHD n of about 1,000-5,000 and soluble in methyl ethyl ketone or ethyl acetate to the extent of at least 65% by weight is chain-extended and thereby increased in molecular weight by reaction with an isocyanate-capped polyester-urethane B making a block copolymer therewith, said polyester-urethane B being formed from a hydroxyl-bearing polyester made from at least one polyol and at least one diacid including adipic acid and wherein ##EQU14## is within the range 1.05/1-1.5/1 and the molecular weight MHD n=500-4,000, ##EQU15## is within the range 5/1-∞, ##EQU16## is within the range 0-0.8/1, and ##EQU17## is within the range 2/1-1.3/1.
Claim 9
Dependent Claim
117 words
A high-solids adhesive formed in situ wherein a polyester polyol of adipic acid A having a molecular weight MHD n of about 1,000-5,000 and soluble in methyl ethyl ketone or ethyl acetate to the extent of at least 65% by weight is chain-extended and thereby increased in molecular weight by reaction with an isocyanate-capped polyester-urethane B making a block copolymer therewith, said polyester-urethane B being formed from a hydroxyl-bearing polyester made from at least one polyol and at least one diacid including adipic acid and wherein ##EQU14## is within the range 1.05/1-1.5/1 and the molecular weight MHD n=500-4,000, ##EQU15## is within the range 5/1-∞, ##EQU16## is within the range 0-0.8/1, and ##EQU17## is within the range 2/1-1.3/1.
Claim 10
Dependent Claim
104 words
An adhesive formed from: A. a hydroxyl-terminated polyester polyol of adipic acid having a molecular weight MHD n of about 1,000-5,000 and soluble in methyl ethyl ketone or ethyl acetate to the extent of at least 65% by weight; B. an isocyanate-capped polyester-urethane formed from a polyester polyol of adipic acid and at least one polyol having a molecular weight MHD n of about 500-4,000 and capable of forming a block copolymer with a thereby extending polyol A; and C. a polyisocyanate crosslinking agent, the equivalent ratio of --OH/--NCO being about 1/1 and B supplying at least 50-94% by weight of B plus C.
Claim 11
Dependent Claim
104 words
An adhesive formed from: A. a hydroxyl-terminated polyester polyol of adipic acid having a molecular weight MHD n of about 1,000-5,000 and soluble in methyl ethyl ketone or ethyl acetate to the extent of at least 65% by weight; B. an isocyanate-capped polyester-urethane formed from a polyester polyol of adipic acid and at least one polyol having a molecular weight MHD n of about 500-4,000 and capable of forming a block copolymer with a thereby extending polyol A; and C. a polyisocyanate crosslinking agent, the equivalent ratio of --OH/--NCO being about 1/1 and B supplying at least 50-94% by weight of B plus C.
Claim 12
Dependent Claim
21 words
An adhesive of claim 8 wherein the polyester A is a polyester of at least one phthalic acid and adipic acid.
Claim 13
Dependent Claim
27 words
An adhesive of claim 8 wherein the polyester A is a polyester of at least one phthalic acid and adipic acid with ethylene glycol and trimethylol propane.
Claim 14
Dependent Claim
61 words
An adhesive of claim 8 wherein the polyester-urethane B is formed from a hydroxyl-bearing polyester made from at least one diacid including adipic acid and at least one polyol wherein ##EQU18## is within the range 1.05/1-1.5/1 and the molecular weight MHD n=500-4,000, ##EQU19## is within the range 5/1-∞, ##EQU20## is within the range 0-0.8/1, and ##EQU21## is within the range 2/1-1.3/1.
Claim 15
Dependent Claim
31 words
An adhesive of claim 11 wherein the polyester-urethane B is formed from the polyester polyol ethylene glycol//terephthalic acid/isophthalic acid/adipic acid in the mole ratio of about 1.3//0.288/0.149/0.513 end-capped with toluene diisocyanate.
Claim 16
Dependent Claim
41 words
An adhesive of claim 12 wherein: A is a polyester of trimethylol propane/ethylene glycol//terephthalic acid/isophthalic acid/adipic acid of the mole ratio of about 0.2/0.954//0.128/0.213/0.659, the dry weight ratio A/B/C being about 57.24/33.67/9.09 and the dry weight ratio B/C being about 78.74/21.26.
Claim 17
Dependent Claim
55 words
An isocyanate-capped polyester urethane formed from a hydroxyl-bearing polyester made from at least one diacid including adipic acid and at least one polyol wherein ##EQU22## is within the range 1.05/1-1.5/1 and the molecular weight MHD n=500-4,000, ##EQU23## is within the range 5/1-∞, ##EQU24## is within the range 0-0.8/1, and ##EQU25## is within the range 2/1-1.3/1.
Claim 18
Dependent Claim
55 words
An isocyanate-capped polyester urethane formed from a hydroxyl-bearing polyester made from at least one diacid including adipic acid and at least one polyol wherein ##EQU22## is within the range 1.05/1-1.5/1 and the molecular weight MHD n=500-4,000, ##EQU23## is within the range 5/1-∞, ##EQU24## is within the range 0-0.8/1, and ##EQU25## is within the range 2/1-1.3/1.
Claim 19
Dependent Claim
26 words
The polyester-urethane of claim 14 formed from the polyester polyol ethylene glycol//terephthalic acid/isophthalic acid/adipic acid in the mole ratio of about 1.3//0.288/0.149/0.513 end-capped with toluene diisocyanate.
Claim 20
Dependent Claim
14 words
A flexible laminate wherein substrates are held together by an adhesive of claim 8.
Claim 21
Dependent Claim
15 words
A flexible laminate of claim 16 wherein the substrates are polyethylene and poly(ethylene terephthalate) films.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-12-11 | 1988-06-11 | 1988-12-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-12-11 | 1992-06-11 | 1992-12-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-12-11 | 1996-06-11 | 1996-12-11 | $7700.00 | Window Closed / Lapsed |