Process for the preparation of epoxy resins with concurrent addition of glycidol and epihalohydrin

• US 5,278,260 A
• Filed: 10/13/1992
• Issued: 01/11/1994
• Est. Priority Date: 04/12/1990
• Status: Expired due to Fees

• Current Assignee: Vantico Inc.
• Original Assignee: Ciba-Geigy Corporation (Novartis Ag)
• Inventors: Hadjistamov, Dimiter, Schaffner, Werner
• Primary Examiner(s): KRASS, FREDERICK F
• Application Number:
  US07/959,863
• Time in Patent Office: 455 Days
• Field of Search: 549/517, 528/88, 528/89, 528/90, 528/91, 528/92, 528/93, 528/94, 528/95, 525/507
• US Class Current: 525/507
• CPC Class Codes: C08G 59/063 with epihalohydrins

Abstract

A process for the preparation of epoxy resins having a specific reproducible content of α-glycol groups, which process comprises adding at least 0.0085 mol of glycidol or glycidol precursor compound per hydroxy-equivalent of a phenolic compound A which contains 2, 3 or 4 phenolic hydroxyl groups during the reaction of said phenolic compound A with an epihalohydrin which is unsubstituted or substituted in 2- or 3-position by C₁ -C₄ alkyl. The products may be used for surface protection.

Claims

1. A process for the preparation of epoxy resins having a specific reproducible content of α

-glycol groups in the presence of a catalyst, which process comprises adding at least 0.0085 mol of glycidol or at least 0.017 mol of glycidol precursor compound per hydroxy-equivalent of a phenolic compound A which contains 2, 3, or 4 phenolic hydroxy groups during the reaction of said phenolic compound A with an epihalohydrin which is unsubstituted or substituted in 2- or 3-position by C₁ -C₄ alkyl.

2. A process according to claim 1, wherein glycidol is added in the form of 3-chloro-1,2-propanediol, using at least 0.017 mol of 3-chloro-1,2-propanediol per hydroxy-equivalent of phenol compound A.

3. A process according to claim 1, wherein the reaction is carried out in the temperature range from 20°

to 200°

C.

4. A process according to claim 1, wherein the reaction is carried out in the temperature range from 40°

to 120°

C.

5. A process according to claim 1, wherein the reaction is carried out with the addition of a solvent.

6. A process according to claim 1, wherein the reaction is carried out in the presence of a nucleophilic catalyst.

7. A process according to claim 6, wherein the catalyst is selected from the group consisting of sodium hydroxide, sodium methylate, a quaternary phosphonium salt and an ammonium salt.

8. A process according to claim 6, wherein the catalyst is 2-phenylimidazole.

9. A process according to claim 1, wherein compound A is a dihydric phenol.

10. A process according to claim 9, which comprises reacting bisphenol A with epichlorohydrin and glycidol.

11. A process according to claim 9, which comprises reacting bisphenol A with epichlorohydrin and glycidol in the form of 3-chloro-1,2-propanediol.