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US5124427A
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Polyisocyanates containing allophanate and isocyanurate groups, a process for their production and their use in two-component coating compositions
Assignee: Bayer Corp
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Filing: 1991-01-22
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Granted: 1992-06-23
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Expires: 2011-01-22
Abstract
Abstract The present invention is directed to a polyisocyanate mixture having an NCO content of 10 to 47% by weight and a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5, wherein the allophanate groups are formed from urethane groups which are based on the reaction product of an organic diisocyanate having (cyclo)aliphatic bound isocyanate groups and a monoalcohol containing 1 to 5 carbon atoms. The present invention is also directed to a process for the production of a polyisocyanate mixture having an NCO content of 10 to 47% by weight, having a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5 by a) catalytically trimerizing a portion of the isocyanate groups of an organic diisocyanate having (cyclo)aliphatically bound isocyanate groups b) adding 0.01 to 0.5 moles, per mole of organic diisocyanate, of a monoalcohol containing 1 to 5 carbon atoms to the organic diisocyanate prior to or during the trimerization reaction of step a) and c) terminating the trimerization reaction at the desired degree of trimerization by adding a catalyst poison and/or by thermally deactivating the catalyst. Finally, the present invention is directed to the use of these polyisocyanate mixtures, optionally in blocked form, as an isocyanate component in the two-component coating compositions.
Inventors
- 👤 Terry A. Potter
- 👤 William E. Slack
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 17:45
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; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/30; C07D251/34; C08G18/02; C08G18/022; C08G18/7806; C08G18/7818; C08G18/7837; C09; C09D; C09D175/00; C09D175/04
Claims Analysis
Total Claims: 55
Claim 1
Independent Claim
138 words
A process for the production of a polyisocyanate mixture having an NCO content of 10 to 47% by weight and a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5 which comprises a) catalytically trimerizing a portion of the isocyanate groups of an organic diisocyanate having (cyclo)aliphatically bound isocyanate groups in the presence of a trimerization catalyst with the exception of phosphines and Mannich bases, b) adding 0.01 to 0.5 moles, per mole of said organic diisocyanate, of a monoalcohol containing 1 to 5 carbon atoms to said organic diisocyanate prior to or during the trimerization reaction of step a) and c) terminating the trimerization reaction at the desired degree of trimerization by adding a catalyst poison and/or by thermally deactivating the catalyst.
Claim 2
Dependent Claim
138 words
A process for the production of a polyisocyanate mixture having an NCO content of 10 to 47% by weight and a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5 which comprises a) catalytically trimerizing a portion of the isocyanate groups of an organic diisocyanate having (cyclo)aliphatically bound isocyanate groups in the presence of a trimerization catalyst with the exception of phosphines and Mannich bases, b) adding 0.01 to 0.5 moles, per mole of said organic diisocyanate, of a monoalcohol containing 1 to 5 carbon atoms to said organic diisocyanate prior to or during the trimerization reaction of step a) and c) terminating the trimerization reaction at the desired degree of trimerization by adding a catalyst poison and/or by thermally deactivating the catalyst.
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 4
Dependent Claim
14 words
The process of claim 1 wherein said monoalcohol contains 2 to 5 carbon atoms.
Claim 5
Dependent Claim
14 words
The process of claim 2 wherein said monoalcohol contains 2 to 5 carbon atoms.
Claim 6
Dependent Claim
14 words
The process of claim 1 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 7
Dependent Claim
14 words
The process of claim 2 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 8
Dependent Claim
71 words
A polyisocyanate mixture having an NCO content of 10 to 47% by weight and a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5, wherein said allophanate groups are formed from urethane groups which comprise the reaction product of an organic diisocyanate having (cyclo)aliphatic bound isocyanate groups and a monoalcohol containing 1 to 5 carbon atoms.
Claim 9
Dependent Claim
71 words
A polyisocyanate mixture having an NCO content of 10 to 47% by weight and a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5, wherein said allophanate groups are formed from urethane groups which comprise the reaction product of an organic diisocyanate having (cyclo)aliphatic bound isocyanate groups and a monoalcohol containing 1 to 5 carbon atoms.
Claim 10
Dependent Claim
13 words
The polyisocyanate mixture of claim 7 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 11
Dependent Claim
15 words
The polyisocyanate mixture of claim 7 wherein said monoalcohol contains 2 to 5 carbon atoms.
Claim 12
Dependent Claim
15 words
The polyisocyanate mixture of claim 8 wherein said monoalcohol contains 2 to 5 carbon atoms.
Claim 13
Dependent Claim
15 words
The polyisocyanate mixture of claim 7 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 14
Dependent Claim
15 words
The polyisocyanate mixture of claim 8 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 15
Dependent Claim
16 words
A two-component coating composition comprising the polyisocyanate of claim 8 and a compound containing isocyanate-reactive groups.
Claim 16
Dependent Claim
16 words
The process of claim 1 wherein said trimerization catalyst contains quaternary ammonium groups or aminosilyl groups.
Claim 17
Dependent Claim
21 words
The process of claim 1 wherein said polyisocyanate mixture has a molar ratio of monoisocyanurates and monoallophanates of 5:1 to 1:2.
Claim 18
Dependent Claim
21 words
The process of claim 1 which comprises adding 0.04 to 0.2 moles of said monoalcohol per mole of said organic diisocyanate.
Claim 19
Dependent Claim
12 words
The process of claim 16 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 20
Dependent Claim
14 words
The process of claim 16 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 21
Dependent Claim
14 words
The process of claim 17 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 22
Dependent Claim
17 words
The process of claim 1 wherein said polyisocyanate mixture has a viscosity of less than 1300 mPa.s.
Claim 23
Dependent Claim
12 words
The process of claim 20 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 24
Dependent Claim
14 words
The process of claim 20 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 25
Dependent Claim
14 words
The process of claim 21 wherein said monoalchol contains 3 or 4 carbon atoms.
Claim 26
Dependent Claim
17 words
The process of claim 16 wherein said polyisocyanate mixture has a viscosity of less than 1300 mPa.s.
Claim 27
Dependent Claim
12 words
The process of claim 24 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 28
Dependent Claim
14 words
The process of claim 24 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 29
Dependent Claim
14 words
The process of claim 25 wherein said monoalchol contains 3 or 4 carbon atoms.
Claim 30
Dependent Claim
18 words
The polyisocyanate mixture of claim 7 wherein the molar ratio of monoisocyanurates and monoallophanates is 5:1 to 1:2.
Claim 31
Dependent Claim
18 words
The polyisocyanate mixture of claim 7 wherein said polyisocyanate mixture has a viscosity of less than 1300 mPa.s.
Claim 32
Dependent Claim
13 words
The polyisocyanate mixture of claim 29 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 33
Dependent Claim
16 words
The polyisocyanate mixture of claim 29 wherein wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 34
Dependent Claim
15 words
The polyisocyanate mixture of claim 30 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 35
Dependent Claim
137 words
A polyisocyanate mixture having an NCO content of 10 to 47% by weight and a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5 which is prepared by a process comprising a) catalytically trimerizing a portion of the isocyanate groups of an organic diisocyanate having (cyclo)aliphatically bound isocyanate groups in the presence of a trimerization catalyst with the exception of phosphines and Mannich bases, b) adding 0.01 to 0.5 mmoles, per mole of said organic diisocyanate, of a monoalcohol containing 1 to 5 carbon atoms to said organic diisocyanate prior to or during the trimerization reaction of step a) and c) terminating the trimerization reaction at the desired degree of trimerization by adding a catalyst point and/or by thermally deactivating the catalyst.
Claim 36
Dependent Claim
137 words
A polyisocyanate mixture having an NCO content of 10 to 47% by weight and a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5 which is prepared by a process comprising a) catalytically trimerizing a portion of the isocyanate groups of an organic diisocyanate having (cyclo)aliphatically bound isocyanate groups in the presence of a trimerization catalyst with the exception of phosphines and Mannich bases, b) adding 0.01 to 0.5 mmoles, per mole of said organic diisocyanate, of a monoalcohol containing 1 to 5 carbon atoms to said organic diisocyanate prior to or during the trimerization reaction of step a) and c) terminating the trimerization reaction at the desired degree of trimerization by adding a catalyst point and/or by thermally deactivating the catalyst.
Claim 37
Dependent Claim
13 words
The polyisocyanate mixture of claim 33 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 38
Dependent Claim
15 words
The polyisocyanate mixture of claim 33 wherein said monoalcohol contains 2 to 5 carbon atoms.
Claim 39
Dependent Claim
15 words
The polyisocyanate mixture of claim 34 wherein said monoalcohol contains 2 to 5 carbon atoms.
Claim 40
Dependent Claim
15 words
The polyisocyanate mixture of claim 33 wherein said monoalcohol contains 3 to 4 carbon atoms.
Claim 41
Dependent Claim
15 words
The polyisocyanate mixture of claim 34 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 42
Dependent Claim
17 words
The polyisocyanate mixture of claim 33 wherein said trimerization catalyst contains quaternary ammonium groups or aminosilyl groups.
Claim 43
Dependent Claim
22 words
The polyisocyanate mixture of claim 33 wherein said polyisocyanate mixture has a molar ratio of monoisocyanurates and monoallphanates of 5:1 to 1:2.
Claim 44
Dependent Claim
22 words
The polyisocyanate mixture of claim 33 which comprises adding 0.04 to 0.2 moles of said monoalcohol per mole of said organic diisocyanate.
Claim 45
Dependent Claim
13 words
The polyisocyanate mixture of claim 41 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 46
Dependent Claim
15 words
The polyisocyanate mixture of claim 41 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 47
Dependent Claim
15 words
The polyisocyanate mixture of claim 42 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 48
Dependent Claim
18 words
The polyisocyanate mixture of claim 33 wherein said polyisocyanate mixture has a viscosity of less than 1300 mPa.s.
Claim 49
Dependent Claim
13 words
The polyisocyanate mixture of claim 45 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 50
Dependent Claim
15 words
The polyisocyanate mixture of claim 45 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 51
Dependent Claim
15 words
The polyisocyanate mixture of claim 46 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 52
Dependent Claim
18 words
The polyisocyanate mixture of claim 41 wherein said polyisocyanate mixture has a viscosity of less than 1300 mPa.s.
Claim 53
Dependent Claim
13 words
The polyisocyanate mixture of claim 49 wherein said organic diisocyanate comprises 1,6-hexamethylene diisocyanate.
Claim 54
Dependent Claim
15 words
The polyisocyanate mixture of claim 49 wherein said monoalcohol contains 3 or 4 carbon atoms.
Claim 55
Dependent Claim
15 words
The polyisocyanate mixture of claim 50 wherein said monoalcohol contains 3 or 4 carbon atoms.
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