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US5369207A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of low-viscosity, isocyanurate and urethane group-containing polyisocyanate mixtures

Assignee: BASF SE
•
Filing: 1993-07-12
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Granted: 1994-11-29
•
Expires: 2013-07-12
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Abstract

Abstract A process for the preparation of isocyanurate and urethane group-containing and, if desired, uretdiode and allophanate group-containing polyisocyanate mixtures by partially cyclizing organic, preferably (cyclo)aliphatic diisocyanates, in the presence of trimerization catalysts, deactivating these catalysts, reacting the partially trimerized, isocyanurate and, if desired, uretdiode group-containing polyisocyanate mixture with 0.5 to 10 mol % of at least one aliphatic or cycloaliphatic alcohol and/or polyoxyalkylene alcohol, and separating off the monomeric diisocyanates.

Inventors

  • 👤 Stefan Wolff
  • 👤 Hans Renz
  • 👤 Guenter Mohrhardt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 17:01
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/80; C08G18/8061; C08G18/8064; C08G18/28; C08G18/2805; C08G18/2815; C08G18/283; C08G18/77; C08G18/78; C08G18/7806; C08G18/7818; C08G18/7837; C08G18/79; C08G18/791; C08G18/798

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 89 words
A process for the preparation of isocyanurate and urethane group-containing polyisocyanate mixtures by partially cyclizing organic diisocyanates in the presence of trimerization catalysts, deactiving the trimerization catalysts when the cyclization is complete, and subsequently reacting the resultant isocyanurate group-containing polyisocyanate mixtures with hydroxyl compounds, which comprises reacting the partially trimerized isocyanurate group-containing polyisocyanate mixtures with from 0.5 to 10 mol % of at least one hydroxyl compound selected from the group consisting of aliphatic alcohols, cycloaliphatic alcohols polyoxyalkylene alcohols and mixtures thereof, and then separating off the monomeric diisocyanates.
Claim 2
Dependent Claim 89 words
A process for the preparation of isocyanurate and urethane group-containing polyisocyanate mixtures by partially cyclizing organic diisocyanates in the presence of trimerization catalysts, deactiving the trimerization catalysts when the cyclization is complete, and subsequently reacting the resultant isocyanurate group-containing polyisocyanate mixtures with hydroxyl compounds, which comprises reacting the partially trimerized isocyanurate group-containing polyisocyanate mixtures with from 0.5 to 10 mol % of at least one hydroxyl compound selected from the group consisting of aliphatic alcohols, cycloaliphatic alcohols polyoxyalkylene alcohols and mixtures thereof, and then separating off the monomeric diisocyanates.
Claim 3
Dependent Claim 23 words
A process as claimed in claim 1, wherein the organic diisocyanates are selected from the group consisting of aliphatic, cycloaliphatic and araliphatic diisocyanates.
Claim 4
Dependent Claim 14 words
A process as claimed in claim 1, wherein the organic diisocyanate is 1,6-hexamethylene diisocyanate.
Claim 5
Dependent Claim 19 words
A process as claimed in claim 1, wherein the aliphatic or cycloaliphatic alcohols have 1 to 9 carbon atoms.
Claim 6
Dependent Claim 20 words
A process as claimed in claim 1, wherein the aliphatic alcohols are branched and have 3 to 9 carbon atoms.
Claim 7
Dependent Claim 13 words
A process as claimed in claim 1, wherein the aliphatic alcohol is 2-ethylhexanol.
Claim 8
Dependent Claim 34 words
A process as claimed in claim 1, wherein the polyoxyalkylene alcohols have a molecular weight of up to 2000 and are selected from the group consisting of polyoxyethylene alcohols, polyoxypropylene alcohols and polyoxypropylene-polyoxyethylene alcohols.
Claim 9
Dependent Claim 15 words
A process as claimed in claim 1, wherein the trimerization catalyst used is 2-hydroxypropyltrimethylammonium 2-ethylhexanoate.
Claim 10
Dependent Claim 26 words
A process as claimed in claim 1, wherein the partially trimerized isocyanurate group-containing polyisocyanate mixtures have an NCO content of from 35 to 48% by weight.
Claim 11
Dependent Claim 28 words
A process as claimed in claim 1, wherein the essentially diisocyanate-free, isocyanurate and urethane group-containing polyisocyanate mixtures have an NCO content of from 10 to 23% by weight.
Claim 12
Dependent Claim 46 words
A process as claimed in claim 1, wherein said hydroxyl compound is selected from the group consisting of methanol, ethanol, n-propanol, isopropanol, n-butanol, n-pentanol, n-hexanol, octanol, nonanol, 2-ethylbutanol, 2,2-dimethylhexanol, 2-ethylhexanol, cyclohexanol, methylcylohexanol, ethylcylohexanol, polyoxyalkylene alcohols having a molecular weight of up to 2000, and mixtures thereof.
Claim 13
Dependent Claim 10 words
The process of claim 11, wherein the alcohol comprises 2-ethylhexanol.
Claim 14
Dependent Claim 77 words
An isocyanurate and urethane group-containing polyisocyanate mixture having an NCO content of from 10 to 23 percent by weight, as allophanate content of less than 1.0 area percent measured by gel permeation chromatography, and a residual content of monomeric organic diisocyanates of less than 0.5 percent by weight, each of the percent by weights being based on the weight of the polyisocyanate mixture, said polyisocyanate mixture having a viscosity at 25° C. of less than 1500 mPas.
Claim 15
Dependent Claim 77 words
An isocyanurate and urethane group-containing polyisocyanate mixture having an NCO content of from 10 to 23 percent by weight, as allophanate content of less than 1.0 area percent measured by gel permeation chromatography, and a residual content of monomeric organic diisocyanates of less than 0.5 percent by weight, each of the percent by weights being based on the weight of the polyisocyanate mixture, said polyisocyanate mixture having a viscosity at 25° C. of less than 1500 mPas.
Claim 16
Dependent Claim 15 words
The polyisocyanate mixture of claim 13, wherein the viscosity ranges from 300 to 1000 mPas.
Claim 17
Dependent Claim 16 words
The polyisocyanate mixture of claim 14, wherein the allophonate content is less than 0.5 area percent.
Claim 18
Dependent Claim 17 words
The polyisocyanate mixture of claim 13, having a NCO content of 15 to 22 percent by weight.
Claim 19
Dependent Claim 21 words
The polyisocyanate mixture of claim 13, having a residual content of monomeric organic diisocyanates of less than 0.2 percent by weight.
Claim 20
Dependent Claim 12 words
A two component polyurethane print comprising the polyisocyanate mixture of claim 13.
Claim 21
Dependent Claim 12 words
A high solids polyurethane print comprising the polyisocyanate mixture of claim 13.
Claim 22
Dependent Claim 10 words
A polyurethane dispersion comprising the polyisocyanate mixture of claim 13.

References Cited (Backward Citations)

US4359541A Cited
US4537961A Cited
US4614785A Cited
US5144031A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-11-28 1998-05-30 1998-11-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-11-28 2002-05-30 2002-11-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-11-28 2006-05-30 2006-11-29 $7700.00 Window Closed / Lapsed

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