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US4487909A Expired / Lapsed US ⏱️ 0.0 years remaining

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
•
Filing: 1983-10-03
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Granted: 1984-12-11
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Expires: 2003-10-03
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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 11:14
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.

References Cited (Backward Citations)

US3584075A Cited
US3666835A Cited
US3804810A Cited
US3763079A Cited
US4206299A Cited
US4298724A Cited

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

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