US4677154A
Expired / Lapsed
US
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Stabilizer package for polyurethane comprising a substituted cresol and another costabilizer
Assignee: BASF Corp
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Filing: 1985-12-18
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Granted: 1987-06-30
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Expires: 2005-12-18
Abstract
Abstract The invention relates to elimination of discoloration in polyurethanes, particularly thermoplastic polyurethanes, by the addition to the reaction mixture from 0.01 to 1 percent by weight, based on the isocyanate component, a stabilizer package characterized as BHT and a compound selected from tris(nonylphenyl) phosphite, tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylene diphosphonite, bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite, 2,2'-oxamido-bis[ethyl-3(3,5-dit-butyl-4-hydroxyphenyl)]propionate, disteryl thiodipropionate, triisodecyl phosphite, trilauryl trithiophosphite, distearyl pentaerythritol, 2,2'-ethylene bis(4,6-di-tertiarylbutylphenol), octadecyl 3-(3',5'-di-t-butyl-4'-hydroxy phenyl) propionate, 4,4'-thio-bis(2-t-butyl-5-methylphenol), 4,4'-thio-bis(2-t-butyl-5-methylphenol), 2,2'-methylene-bis-(4-methyl-6-t-butylphenol), tris (3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate, phenothiazine, tris(2,4-di-t-butylphenyl) phosphite, 4,4'-methylene bis(2,6-di-t-butylphenol), 2,6-di-t-butyldimethyl-aminomethylphenol and blends thereof.
Inventors
- 👤 Thirumurti Narayan
- 👤 Peter T. Kan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 09:28
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/0008; C08K5/005
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
70 words
A process for improving the color stability of polyurethane comprising conducting the polyurethane reaction in the presence of an additive stabilizer package comprising 2,6-di-(t-butyl)-p-cresol and a compound selected from the group consisting of tris(nonylphenyl) phosphite, tetrakis(2,4-di-ti-butylphenyl)-4,4'-biphenylene diphosphonite, bis(2,4-di-t-butylphenyl)pentaerythritol disphosphite, 2,2'-oxamido-bis- distearyl thiodipropionate, triisodecyl phosphite, trilauryl trithiophosphite, distearyl pentaerythritol, 2,2'-ethylene bis(4,6-di-tertiaryburylphenol), octadecyl 3-(3',5'-di-t-butyl4'-hydroxyphenyl) propionate, 4,4'-thio-bis(2-t-butyl-5-methylphenol), 4,4'-thio-bis(2-t-butyl-5-methylephenol), 2,2'- methylene-bis-(4-methyl-6-t-butylphenol), tris (3,5-di-tibutyl4-hydroxybenzyl) isocyanurate, phenothiazine, tris(2,4-di-tbutylphenyl) phosphite, 4,4'-methylene bis (2,6-di-t-butylphenol), 2,6-di-t-butyldimethyl-aminomethylphenol and blends thereof.
Claim 2
Dependent Claim
70 words
A process for improving the color stability of polyurethane comprising conducting the polyurethane reaction in the presence of an additive stabilizer package comprising 2,6-di-(t-butyl)-p-cresol and a compound selected from the group consisting of tris(nonylphenyl) phosphite, tetrakis(2,4-di-ti-butylphenyl)-4,4'-biphenylene diphosphonite, bis(2,4-di-t-butylphenyl)pentaerythritol disphosphite, 2,2'-oxamido-bis- distearyl thiodipropionate, triisodecyl phosphite, trilauryl trithiophosphite, distearyl pentaerythritol, 2,2'-ethylene bis(4,6-di-tertiaryburylphenol), octadecyl 3-(3',5'-di-t-butyl4'-hydroxyphenyl) propionate, 4,4'-thio-bis(2-t-butyl-5-methylphenol), 4,4'-thio-bis(2-t-butyl-5-methylephenol), 2,2'- methylene-bis-(4-methyl-6-t-butylphenol), tris (3,5-di-tibutyl4-hydroxybenzyl) isocyanurate, phenothiazine, tris(2,4-di-tbutylphenyl) phosphite, 4,4'-methylene bis (2,6-di-t-butylphenol), 2,6-di-t-butyldimethyl-aminomethylphenol and blends thereof.
Claim 3
Dependent Claim
18 words
The process of claim 1, wherein said polyurethane is a thermoplastic product prepared from a substantially difunctional polyisocyanate.
Claim 4
Dependent Claim
20 words
The process of claim 1 wherein the polyurethane is a thermosetting product prepared from a substantially tri- and/or tetrafuncitional polyisocyanate.
Claim 5
Dependent Claim
23 words
The process of claim 1 wherein said stabilizer is employed in an amount from 0.01 to 1.0 percent based on the isocyanate component.
Claim 6
Dependent Claim
11 words
The process of claim 1 wherein said polyisocyanate is pure MDI.
Claim 7
Dependent Claim
57 words
A stabilized polyisocyanate comprising: (a) an organic polyisocyanate, and (b) a stabilizer package system comprising 2,6-di-(t-bityl)-p-creso and a compound selected from tris(nonylphenyl)phosphite, tetrakis)2,4-di-t-butylphenyl)4,4'-biphneylene diphosphonite, bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite, 2,2'-oxamido-bis- distearyl thiodipropionate, triisodecyl phosphiate, trialuryl trithiophosphosphite, distearyl pentaerythritol, 2,'-ethyelene bis(4,6-di-tertarybutylphenol), octadecyl 3-(3',5'-di-t-butyl-4'hydroxyphenyl)propionate, 4,4'-thio-bis(2-t- butyl-5-methylphenol), 4,4'-thio-bis(2-t-butyl-5methylphenol), 2,2'-methylene-bis-(4-methyl-6-tbutylphenol), tris (3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate, phenothiazine, tris(2,4-di -t-butylphenyl) phosphite, 4,4'-methylene bis (2-6-di-t-butylphenol), 2,6-di-t-butyldimethylaminomethylphenol and blends thereof.
Claim 8
Dependent Claim
57 words
A stabilized polyisocyanate comprising: (a) an organic polyisocyanate, and (b) a stabilizer package system comprising 2,6-di-(t-bityl)-p-creso and a compound selected from tris(nonylphenyl)phosphite, tetrakis)2,4-di-t-butylphenyl)4,4'-biphneylene diphosphonite, bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite, 2,2'-oxamido-bis- distearyl thiodipropionate, triisodecyl phosphiate, trialuryl trithiophosphosphite, distearyl pentaerythritol, 2,'-ethyelene bis(4,6-di-tertarybutylphenol), octadecyl 3-(3',5'-di-t-butyl-4'hydroxyphenyl)propionate, 4,4'-thio-bis(2-t- butyl-5-methylphenol), 4,4'-thio-bis(2-t-butyl-5methylphenol), 2,2'-methylene-bis-(4-methyl-6-tbutylphenol), tris (3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate, phenothiazine, tris(2,4-di -t-butylphenyl) phosphite, 4,4'-methylene bis (2-6-di-t-butylphenol), 2,6-di-t-butyldimethylaminomethylphenol and blends thereof.
Claim 9
Dependent Claim
25 words
A polyurethane produced by reacting the polyisocyanate of claim 6 and a polyol selected from the group consisting of polyester polyols and polyoxyalkylene polyether polyols.
Claim 10
Dependent Claim
20 words
A polyurethane produced by reacting said stabilized polyisocyanate of claim 6 a polyester diol, and a short chain diol extender.
Claim 11
Dependent Claim
77 words
A polyurethane produced by reacting an organic isocyanate, a polyol selected from the group consisting of polyester polyols and polyoxyalkylene polyether polyols, a short chain extender and stabilizer package comprising a stabilizer package system comprising 2,6-di-(t-butyl)-p-cresol and a compound selected from tris(nonylphenyl) phosphite, tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylene diphosphonite, bis(2,4-di-t-butylphenyl)pentaerythritol disphosphite, 2,2'-oxamido-bis-, distearyl thiodipropionate, triisodecyl phosphite, trilauryl trithiophosphite, distearyl pentaerythritol, 2,2'ethylene bis(4,6-di-tertiarybutylphenol), octadecyl 3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propionate, 4,4'-thio-bis(2-t-butyl-5-methylphenol), 4,4'-thio-bis(2-t-butyl-5-methylphenol), 2,2'-methylene-bis-(4-methyl-6-t-butylphenol), tris (3,5-di-t- butyl-4-hydroxybenzyl) isocyanurate, phenothiazine, tris(2,4di-t-butylphenyl) phosphite, 4,4'-methylene bis (2,6-di-tbutylphenol), -2,6-di-t-butyldimethyl-aminomethylphenol and blends thereof.
Claim 12
Dependent Claim
77 words
A polyurethane produced by reacting an organic isocyanate, a polyol selected from the group consisting of polyester polyols and polyoxyalkylene polyether polyols, a short chain extender and stabilizer package comprising a stabilizer package system comprising 2,6-di-(t-butyl)-p-cresol and a compound selected from tris(nonylphenyl) phosphite, tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylene diphosphonite, bis(2,4-di-t-butylphenyl)pentaerythritol disphosphite, 2,2'-oxamido-bis-, distearyl thiodipropionate, triisodecyl phosphite, trilauryl trithiophosphite, distearyl pentaerythritol, 2,2'ethylene bis(4,6-di-tertiarybutylphenol), octadecyl 3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propionate, 4,4'-thio-bis(2-t-butyl-5-methylphenol), 4,4'-thio-bis(2-t-butyl-5-methylphenol), 2,2'-methylene-bis-(4-methyl-6-t-butylphenol), tris (3,5-di-t- butyl-4-hydroxybenzyl) isocyanurate, phenothiazine, tris(2,4di-t-butylphenyl) phosphite, 4,4'-methylene bis (2,6-di-tbutylphenol), -2,6-di-t-butyldimethyl-aminomethylphenol and blends thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-06-29 | 1990-12-29 | 1991-06-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-06-29 | 1994-12-29 | 1995-06-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-06-29 | 1998-12-29 | 1999-06-30 | $7700.00 | Window Closed / Lapsed |