US5066762A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Thermoplastic polyurethane resin from p-phenylene diisocyanate, a poly(hexamethylene carbonate) polyol, and a short chain polyol
Assignee: Nippon Polyurethane Industry Co Ltd
•
Filing: 1990-02-27
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Granted: 1991-11-19
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Expires: 2010-02-27
Abstract
Abstract A thermoplastic polyurethane resin is prepared by the reaction of (A) p-phenylene diisocyanate, (B) a hydroxyl terminated poly(hexamethylene carbonate) polyol having a molecular weight of 850 to 5000 and (C) a short chain polyol having 2 to 10 carbon atoms as the chain extending agent, the molar ratio of (B) : (C) being 1:2 to 1:0.05, and the molar ratio of isocyanate groups : total active hydrogen groups being 0.93:1 to 1.20:1.
Inventors
- 👤 Yukio Ohbuchi
- 👤 Yoshiaki Maeda
- 👤 Masahiro Kawasaki
- 👤 Susumu Sato
- 👤 Mamoru Akimoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 21:09
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/42; C08G18/44; C08G18/08; C08G18/10; C08G18/70; C08G18/72; C08G18/74; C08G18/76; C08G18/7614
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
90 words
A thermoplastic polyurethane resin which is the product of reacting: (A) p-phenylene diisocyanate, (B) a hydroxyl terminated poly(hexamethylene carbonate) polyol having a molecular weight of from 850 to 5000 which is obtained by the reaction of 1,6-hexane diol and carbonic acid esters, and (C) a short chain polyol having from 2 to 10 carbon atoms as a chain extending agent, wherein the molar ratio of (B) to (C) is from 1:2 to 1:0.05, and the molar ratio of isocyanate groups to total active hydrogen groups is from 0.93:1 to 1.20:1.
Claim 2
Dependent Claim
90 words
A thermoplastic polyurethane resin which is the product of reacting: (A) p-phenylene diisocyanate, (B) a hydroxyl terminated poly(hexamethylene carbonate) polyol having a molecular weight of from 850 to 5000 which is obtained by the reaction of 1,6-hexane diol and carbonic acid esters, and (C) a short chain polyol having from 2 to 10 carbon atoms as a chain extending agent, wherein the molar ratio of (B) to (C) is from 1:2 to 1:0.05, and the molar ratio of isocyanate groups to total active hydrogen groups is from 0.93:1 to 1.20:1.
Claim 3
Dependent Claim
18 words
A thermoplastic polyurethane resin according to claim 1, wherein the molar ratio of (B):(C) is 1:1 to 1:0.1.
Claim 4
Dependent Claim
31 words
A thermoplastic polyurethane resin according to claim 1, wherein the molar ratio of isocyanate groups to total active hydrogen groups of the components (B) and (C) is from 0.98:1 to 1.10:1.
Claim 5
Dependent Claim
22 words
A thermoplastic polyurethane resin according to claim 1 wherein the poly(hexamethylene carbonate) polyol has a molecular weight of from 1000 to 3000.
Claim 6
Dependent Claim
35 words
A thermoplastic polyurethane resin according to claim 1 wherein component (B) was obtained by a condensation reaction of 1,6-hexaneglycol with a compound selected from the group consisting of diphenyl carbonate, diethyl carbonate and ethylene carbonate.
Claim 7
Dependent Claim
31 words
A thermoplastic resin according to claim 5 wherein component (B) was obtained by a condensation reaction of 1,6-hexaneglycol with a mixture of diphenyl carbonate and a slight amount of a triol.
Claim 8
Dependent Claim
21 words
A thermoplastic polyurethane resin according to claim 6 wherein the triol is selected from the group consisting of glycerine and trimethylolpropane.
Claim 9
Dependent Claim
36 words
A thermoplastic polyurethane resin according to claim 1 wherein the poly(hexamethylene carbonate) polyol is in combination with a polyol which is selected from the group consisting of poly(butylene adipate) polyol, polycaprolactone polyol and poly(hexamethylene adipate) polyol.
Claim 10
Dependent Claim
35 words
A thermoplastic polyurethane resin according to claim 1 wherein component C is selected from the group consisting of ethylene glycol, 1,3-propylene glycol, 1,4-butanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, p-xylene glycol, 1,4-bis-(β-hydroxyethoxy) benzene, cyclohexane 1,4-dimethanol, octane-1,8-diol, and decane-1,10-diol.
Claim 11
Dependent Claim
24 words
A thermoplastic polyurethane resin according to claim 9 wherein the short chain polyol is selected from the group consisting of 1,4-butanediol, and 1,4-bis-(beta-hydroxyethoxy) benzene.
Claim 12
Dependent Claim
34 words
A thermoplastic polyurethane resin according to claim 1 further wherein component C is a mixture of a diol and a triol, which triol is selected from the group consisting of trimethylolpropane, glycerine, and hexane-1,2,6-triol.
Claim 13
Dependent Claim
21 words
A thermoplastic polyurethane resin according to claim 1 wherein the resin was prepared by use of a tertiary organic amine catalyst.
Claim 14
Dependent Claim
34 words
A thermoplastic polyurethane resin according to claim 12 wherein the resin was prepared by use of a tertiary organic amine catalyst which is selected from the group consisting of triethylamine, triethylenediamine, N,N,N',N',-tetramethylethylenediamine and N-methylmorpholine.
Claim 15
Dependent Claim
37 words
A thermoplastic polyurethane resin according to claim 1 wherein the resin was prepared by use of an organic tin catalyst which is selected from the group consisting of stannous octoate, stannous oleate, dibutyltin dilaurate, and dibutyltin octoate.
Claim 16
Dependent Claim
17 words
A thermoplastic polyurethane resin according to claim 1 wherein the resin was prepared by the prepolymer method.
Claim 17
Dependent Claim
90 words
A process for preparing a thermoplastic polyurethane resin comprising reacting: (A) p-phenylene diisocyanate, (B) a hydroxyl terminated poly(hexamethylene carbonate) polyol having a molecular weight of from 850 to 5000 which is obtained by the reaction of 1,6-hexane diol and carbonic acid esters, and (C) a short chain polyol having from 2 to 10 carbon atoms as a chain extending agent, wherein the molar ratio of (B) to (C) is from 1:2 to 1:0.05, and the molar ratio of isocyanate groups to total active hydrogen groups is from 0.93:1 to 1.20:1.
Claim 18
Dependent Claim
90 words
A process for preparing a thermoplastic polyurethane resin comprising reacting: (A) p-phenylene diisocyanate, (B) a hydroxyl terminated poly(hexamethylene carbonate) polyol having a molecular weight of from 850 to 5000 which is obtained by the reaction of 1,6-hexane diol and carbonic acid esters, and (C) a short chain polyol having from 2 to 10 carbon atoms as a chain extending agent, wherein the molar ratio of (B) to (C) is from 1:2 to 1:0.05, and the molar ratio of isocyanate groups to total active hydrogen groups is from 0.93:1 to 1.20:1.
Claim 19
Dependent Claim
19 words
A process according to claim 16 wherein the molar ratio of (B) to (C) is from 1:1 to 1:0.1.
Claim 20
Dependent Claim
23 words
A process according to claim 16 wherein the molar ratio of isocyanate groups to total active hydrogen groups is from 0.98:1 to 1.10:1.
Claim 21
Dependent Claim
32 words
A process according to claim 16 wherein (B) is obtained by a condensation reaction of 1,6-hexaneglycol with a compound selected from the group consisting of diphenyl carbonate, diethyl carbonate and ethylene carbonate.
Claim 22
Dependent Claim
28 words
A process according to claim 19 wherein (B) is obtained by a condensation reaction of 1,6-hexaneglycol with a mixture of diphenyl carbonate and a slight amount of triol.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1994-11-18 | 1995-05-20 | 1995-11-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-11-18 | 1999-05-20 | 1999-11-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-11-18 | 2003-05-20 | 2003-11-19 | $7700.00 | Window Closed / Lapsed |