Epoxy Resin Composition

• US 20130303694A1
• Filed: 11/07/2011
• Published: 11/14/2013
• Est. Priority Date: 01/31/2011
• Status: Abandoned Application

• Current Assignee: Huntsman International LLC (Huntsman Corporation)
• Original Assignee: Huntsman International LLC (Huntsman Corporation)
• Inventors: Debien, Christiaan, Verbeke, Hans Godelieve Guido, Verbeke, Hugo, Esbelin, Christian
• Application Number:
  US13/979,156
• Publication Number:
  US 20130303694A1
• Time in Patent Office: Days
• US Class Current: 524/728
• CPC Class Codes: C08G 18/092 oligomerisation to isocyanurate groups
• CPC Class Codes: C08G 18/225 of alkali or alkaline earth metals
• CPC Class Codes: C08G 18/3829 containing ureum groups
• CPC Class Codes: C08G 18/4045 Mixtures of compounds of group C08G18/58 with other macromolecular compounds
• CPC Class Codes: C08G 18/4812 Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups
• CPC Class Codes: C08G 18/7825 containing ureum groups
• CPC Class Codes: C08G 18/7831 containing biuret groups
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C08G 2115/02 to isocyanurate groups
• CPC Class Codes: C08K 5/20 Carboxylic acid amides
• CPC Class Codes: C08L 63/00 Compositions of epoxy resins; Compositions of derivatives of epoxy resins

Abstract

Curable composition obtained by combining and mixing an epoxy resin composition comprising an epoxy resin, a monool and/or polyol and a a compound comprising a carboxamide group, and a polyisocyanate composition comprising a polyisocyanate, a lithium halide and a urea compound, wherein the number of moles of lithium halide per isocyanate equivalent ranges of from 0.0001-0.04 and the number of urea+biuret equivalents per isocyanate equivalent of from 0.0001-0.4. The epoxy resin composition is claimed as well.

Claims

1. An epoxy resin composition comprising an epoxy resin, a monool and/or a polyol and a carboxamide compound which comprises a carboxamide group having the structure —

CO—

NH₂ wherein the number of hydroxy equivalents per epoxy equivalent is 0.02-100 and preferably 0.03-50 and most preferably 0.05-10 and the number of carboxamide equivalents per epoxy equivalent is 0.0005-1 and preferably 0.005-0.7 and most preferably of 0.01-0.5.

2. The epoxy resin composition according to claim 1 wherein the monool and/or the polyol has an average nominal functionality of 1-8 and an average molecular weight of 32-8000 and wherein the number of hydroxy equivalents per epoxy equivalent is 0.05-10.

3. The epoxy resin composition according to claim 1 wherein the carboxamide compound has the structure NH₂—

CO—

R wherein R is

     1) hydrogen (—

H),

     2) —

NR₁R₂,

     3) hydrocarbyl having 1-20 carbon atoms and optionally comprising hydroxy, ether, halogen and/or amine groups, or

     4) —

R₃—

CO—

NH₂, wherein R₁ and R₂, independently from each other, are selected from hydrogen, hydroxy, halogen and hydrocarbyl groups which hydrocarbyl groups have 1-10 carbon atoms and optionally comprise hydroxy, ether, halogen and/or amine groups and wherein R₃ is a bivalent hydrocarbon radical having up to 8 carbon atoms and mixtures of such compounds and wherein the number of carboxamide equivalents per epoxy equivalent is 0.01-0.5.

4. The epoxy resin composition according to claim 1 wherein the carboxamide compound has the structure NH₂—

CO—

R wherein R is

     1) —

NR₁R₂,

     2) alkyl having 1-10 carbon atoms and optionally comprising 1-3 hydroxy and/or ether groups,

     3) phenyl or

     4) tolyl, wherein R₁ and R₂, independently from each other, are selected from hydrogen, hydroxy, phenyl, tolyl and alkyl having 1-6 carbon atoms and optionally comprising an hydroxy and/or an ether group and mixtures of such compounds.

5. A process for making a composition according to claim 1 wherein a mixture of the polyol and carboxamide compound is combined and mixed with the epoxy resin.

6. A curable composition comprising a polyisocyanate composition, comprising a polyisocyanate, a lithium halide and a urea compound, having an average molecular weight of 500-15000 and optionally comprising biuret groups, and an epoxy resin composition according to claim 1, wherein the number of moles of lithium halide per isocyanate equivalent ranges of from 0.0001-0.04 and the number of urea+biuret equivalents per isocyanate equivalent ranges of from 0.0001-0.4 and the number of epoxy equivalents per isocyanate equivalent ranges of from 0.003-1.

7. The curable composition according to claim 6, wherein the urea compound does not comprise other isocyanate-reactive groups than urea groups and wherein the number of urea+biuret equivalents per isocyanate equivalent is 0.001-0.2 and wherein the urea compound has been prepared by reacting a methylene diphenyl diisocyanate or a polyisocyanate comprising a methylene diphenyl diisocyanate or a mixture of these polyisocyanates with a polyoxyalkylene monoamine comprising oxypropylene groups in an amount of at least 50% by weight calculated on the total weight of the monoamine molecule and having an average molecular weight of 200-3000 and wherein the amine is a primary amine and wherein the number of urea+biuret equivalents per mole of lithium halide is 0.5-60.

8. The curable composition according to claim 6, wherein the polyisocyanate is a methylene diphenyl diisocyanate or a polyisocyanate composition comprising methylene diphenyl diisocyanate or a mixture of such polyisocyanates.

9. The curable composition according to claim 6, wherein the amount of lithium halide is 0.00015-0.025 moles per isocyanate equivalent.

10. The curable composition according to claim 6, wherein the lithium halide is lithium chloride.

11. The curable composition according to claim 6, wherein the epoxy resin is liquid at 20-25°

C.

12. A process for making a curable composition according to claim 6, by combining and mixing the polyisocyanate composition described in claim 6 and the epoxy resin composition described in claim 6, the amount of epoxy resin composition being such that the number of epoxy equivalents per isocyanate equivalent ranges from 0.003-1.

13. A polyurethane polyisocyanurate material made by allowing a curable composition according to claim 6 to react at elevated temperature.

14. A polyurethane polyisocyanurate material obtainable by allowing a curable composition according to claim 6 to react at elevated temperature.

15. A process for making a polyurethane polyisocyanurate material according to claim 13 by allowing the curable composition according to claim 6 to react at elevated temperature.

16. (canceled)