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US5043092A
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Process for the production of polyisocyanate mixtures containing uretdione and isocyanurate groups
Assignee: Bayer AG
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Filing: 1989-03-13
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Granted: 1991-08-27
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Expires: 2009-03-13
Abstract
Abstract The present invention is directed to a process for the production of polyisocyanate mixtures containing isocyanurate groups and uretdione groups in a molar ratio of about 1:9 to 9:1 by oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate using trialkyl phosphines and/or peralkylated phosphorus acid triamides as the catalysts which accelerate the dimerization and trimerization of isocyanate groups, terminating the reaction at the desired degree of oligomerization by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at most 0.5% by weight, characterized in that, before addition of the catalyst, the hexamethylene diisocyanate starting material is freed from carbon dioxide to a residual content of less than 20 ppm (weight). The present invention is also directed to the polyisocyanates containing uretdione groups and isocyanurate groups obtainable by this process and their use, optionally blocked by blocking agents for isocyanate groups, as the isocyanate component for the production of polyisocyanate polyaddition products.
Inventors
- 👤 Josef Pedain
- 👤 Klaus Konig
- 👤 Winfried Dell
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 09:06
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/77; C08G18/78; C08G18/79; C08G18/791; C08G18/792; C07; C07D; C07D229/00; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/30; C07D251/34; C08G18/798; C08G2150/00; C08G2150/20
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
94 words
A process for the production of a polyisocyanate mixture containing isocyanurate groups and uretdione groups in a molar ratio of about 1:9 to 9:1 which comprises oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate, which contains less than 20 ppm by weight of carbon dioxide, in the presence of a trialkyl phosphine and/or peralkylated phosphorous acid triamide dimerization and trimerization catalyst to the desired degree of oligomerization, terminating the reaction by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at least 0.5% by weight.
Claim 2
Dependent Claim
94 words
A process for the production of a polyisocyanate mixture containing isocyanurate groups and uretdione groups in a molar ratio of about 1:9 to 9:1 which comprises oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate, which contains less than 20 ppm by weight of carbon dioxide, in the presence of a trialkyl phosphine and/or peralkylated phosphorous acid triamide dimerization and trimerization catalyst to the desired degree of oligomerization, terminating the reaction by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at least 0.5% by weight.
Claim 3
Dependent Claim
40 words
The process of claim 1 wherein said hexamethylene diisocyanate is freed from carbon dioxide by passing a stream of nitrogen or noble gas through the hexamethylene diisocyanate until the residual carbon dioxide content is less than 20 ppm by weight.
Claim 4
Dependent Claim
12 words
The process of claim 1 wherein said catalyst comprises tri-(n-butyl)-phosphine or tris-(dimethylamino)-phosphine.
Claim 5
Dependent Claim
12 words
The process of claim 2 wherein said catalyst comprises tri-(n-butyl)-phosphine or tris-(dimethylamino)-phosphine.
Claim 6
Dependent Claim
93 words
A polyisocyanate mixture containing isocyanurate groups and uretdione groups in a molar ratio of about 1:9 to 9:1 which is prepared by a process comprising oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate, which contains less than 20 ppm by weight of carbon dioxide, in the presence of a trialkyl phosphine and/or peralkylated phosphorous acid triamide dimerization and trimerization catalyst to the desired degree of oligomerization, terminating the reaction by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at least 0.5% by weight.
Claim 7
Dependent Claim
93 words
A polyisocyanate mixture containing isocyanurate groups and uretdione groups in a molar ratio of about 1:9 to 9:1 which is prepared by a process comprising oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate, which contains less than 20 ppm by weight of carbon dioxide, in the presence of a trialkyl phosphine and/or peralkylated phosphorous acid triamide dimerization and trimerization catalyst to the desired degree of oligomerization, terminating the reaction by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at least 0.5% by weight.
Claim 8
Dependent Claim
41 words
The polyisocyanate mixture of claim 5 wherein said hexamethylene diisocyanate is freed from carbon dioxide by passing a stream of nitrogen or noble gas through the hexamethylene diisocyanate until the residual carbon dioxide content is less than 20 ppm by weight.
Claim 9
Dependent Claim
13 words
The polyisocyanate mixture of claim 5 wherein said catalyst comprises tri-(n-butyl)-phosphine or tris-(dimethylamino)-phosphine.
Claim 10
Dependent Claim
13 words
The polyisocyanate mixture of claim 6 wherein said catalyst comprises tri-(n-butyl)-phosphine or tris-(dimethylamino)-phosphine.
Claim 11
Dependent Claim
94 words
A process for the production of a polyisocyanate mixture containing isocyanate groups and unretdione groups in a molar ratio of about 1:9 to 9:1 which comprises oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate, which contains less than 10 ppm by weight of carbon dioxide, in the presence of a trialkyl phosphine and/or peralkylated phosphorous acid triamide dimerization and trimerization catalyst to the desired degree of oligomerization, terminating the reaction by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at least 0.5% by weight.
Claim 12
Dependent Claim
94 words
A process for the production of a polyisocyanate mixture containing isocyanate groups and unretdione groups in a molar ratio of about 1:9 to 9:1 which comprises oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate, which contains less than 10 ppm by weight of carbon dioxide, in the presence of a trialkyl phosphine and/or peralkylated phosphorous acid triamide dimerization and trimerization catalyst to the desired degree of oligomerization, terminating the reaction by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at least 0.5% by weight.
Claim 13
Dependent Claim
40 words
The process of claim 9 wherein said hexamethylene diisocyanate is freed from carbon dioxide by passing a stream of nitrogen or noble gas through the hexamethylene diisocyanate until the residual carbon dioxide content is less than 10 ppm by weight.
Claim 14
Dependent Claim
12 words
The process of claim 9 wherein said catalyst comprises tri-(n-butyl)-phosphine or tris-(dimethylamino)-phosphine.
Claim 15
Dependent Claim
12 words
The process of claim 10 wherein said catalyst comprises tri-(n-butyl)-phosphine or tris-(dimethylamino)-phosphine.
Claim 16
Dependent Claim
93 words
A polyisocyanate mixture containing isocyanate groups and uretdione groups in a molar ratio of about 1:9 to 9:1 which is prepared by a process comprising oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate, which contains less than 10 ppm by weight of carbon dioxide, in the presence of a trialkyl phosphine and/or prealkylated phosphorous acid triamide dimerization and trimerization catalyst to the desired degree of oligomerization, terminating the reaction by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at least 0.5% by weight.
Claim 17
Dependent Claim
93 words
A polyisocyanate mixture containing isocyanate groups and uretdione groups in a molar ratio of about 1:9 to 9:1 which is prepared by a process comprising oligomerizing a portion of the isocyanate groups of hexamethylene diisocyanate, which contains less than 10 ppm by weight of carbon dioxide, in the presence of a trialkyl phosphine and/or prealkylated phosphorous acid triamide dimerization and trimerization catalyst to the desired degree of oligomerization, terminating the reaction by the addition of a catalyst poison and removing unreacted hexamethylene diisocyanate to a residual content of at least 0.5% by weight.
Claim 18
Dependent Claim
41 words
The polyisocyanate mixture of claim 13 wherein said hexamethylene diisocyanate is freed from carbon dioxide by passing a stream of nitrogen or noble gas through the hexamethylene diisocyanate until the residual carbon dioxide content is less than 10 ppm by weight.
Claim 19
Dependent Claim
13 words
The polyisocyanate mixture of claim 13 wherein said catalyst comprises tri-(n-butyl)-phosphine or tris-(dimethylamino)-phosphine.
Claim 20
Dependent Claim
13 words
The polyisocyanate mixture of claim 14 wherein said catalyst comprises tri-(n-butyl)-phosphine or tris-(dimethylamino)-phosphine.
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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) | 1994-08-26 | 1995-02-25 | 1995-08-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-08-26 | 1999-02-25 | 1999-08-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-08-26 | 2003-02-25 | 2003-08-27 | $7700.00 | Window Closed / Lapsed |