EPOXY RESIN COMPOSITION

• US 20170029556A1
• Filed: 12/23/2013
• Published: 02/02/2017
• Est. Priority Date: 12/23/2013
• Status: Abandoned Application

• Current Assignee: Blue Cube IP LLC (OLIN Corporation)
• Original Assignee: Blue Cube IP LLC (OLIN Corporation)
• Inventors: Shen, Yue, Zhan, Fu, Wu, Yan, Drumright, Ray E.
• Application Number:
  US15/106,916
• Publication Number:
  US 20170029556A1
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C08G 59/066 with chain extension or advancing agents
• CPC Class Codes: C08G 59/3218 Carbocyclic compounds
• CPC Class Codes: C08G 59/50 Amines
• CPC Class Codes: C08G 59/5073 having two nitrogen atoms in the ring
• CPC Class Codes: C08G 59/688 containing phosphorus
• CPC Class Codes: C09D 163/00 Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins

Abstract

An epoxy resin composition having desirable drying time and capable of providing coating films with satisfactory weathering resistance, good adhesion to an epoxy primer coat and good flexibility, and high impact strength; a process for preparing the epoxy resin composition; and a curable coating composition comprising the epoxy resin composition.

Claims

1. An epoxy resin composition, comprising at least one epoxy resin having the following Formula (I):

2. The epoxy resin composition of claim 1, wherein z is 0 and —

C_xH_yO_z—

is a C₆ to C₁₀ cycloalkylene group, a C₂ to C₉ aliphatic hydrocarbon group, or a mixture thereof.

3. The epoxy resin composition of claim 1, wherein R₁ and R₂ each is independently a C₆ to C₁₀ cycloalkylene group, a C₂ to C₈ aliphatic hydrocarbon group, or a mixture thereof.

4. The epoxy resin composition of claim 1, wherein R₁ and R₂ each is independently selected from

5. The epoxy resin composition of claim 1, having an acid value of one milligram potassium hydroxide per gram or less.

6. A process of preparing the epoxy resin composition of claim 1, comprising:

(i) reacting a cycloaliphatic saturated carboxylic acid or its anhydride with an alcohol to form a carboxylic acid-containing half-ester compound, wherein the alcohol is an alkyl alcohol having two hydroxyl groups and/or its dimer; and

(ii) reacting the half-ester compound with a polyglycidyl ether component selected from a saturated polyglycidyl ether of an alkyl alcohol, a saturated cycloaliphatic polyglycidyl ether, or mixtures thereof;

wherein at least one saturated polyglycidyl ether in the polyglycidyl ether component has an epoxy functionality more than 2; and

the molar ratio of the polyglycidyl ether component to the half-ester compound is larger than 1 and smaller than 2.

7. The process of claim 6, wherein the molar ratio of the polyglycidyl ether component to the half-ester compound is larger than 1 and no more than 1.5.

8. The process of claim 6, wherein the alcohol used to form the half-ester compound is a cycloaliphatic alcohol.

9. The process of claim 6, wherein the alcohol used to form the half-ester compound is selected from neopentylglycol, propylene glycol, 1,6-hexanediol, ethylene glycol, 2-methyl-1,3-propanediol, diethylene glycol, 1,2-cyclohexane dimethanol, 1,3-cyclohexane dimethanol, 1,4-cyclohexane dimethanol, 2-butyl-2-ethyl-1,3-propandiol, or mixtures thereof.

10. The process of claim 6, wherein the polyglycidyl ether component further comprises a saturated diglycidyl ether of an alkyl alcohol, a saturated cycloaliphatic diglycidyl ether, or mixtures thereof.

11. The process of claim 6, wherein the saturated polyglycidyl ether having an epoxy functionality more than 2 is trimethylolpropane triglycidyl ether.

12. The process of claim 6, wherein the half-ester compound is prepared by reacting the alcohol with the anhydride at a molar ratio of hydroxyl groups of the alcohol to anhydride group of the anhydride ranging from 0.95 to 1.4.

13. The process of claim 6, wherein the half-ester compound reacts with the polyglycidyl ether component in the presence of a catalyst selected from phosphines, quaternary ammonium compounds, phosphonium compounds, or mixtures thereof.

14. A curable coating composition comprising:

the epoxy resin composition of claim 1, and an amine curing agent selected from an aliphatic amine or its adduct, a cycloaliphatic amine or its adduct, or mixtures thereof.

15. The curable coating composition of claim 14, wherein the coating composition is substantially free from aromatic epoxy resins.