Process for producing polymers having oxetanyl group on side chain

• US 6,770,737 B2
• Filed: 03/22/2002
• Issued: 08/03/2004
• Est. Priority Date: 11/20/1995
• Status: Expired due to Fees

• Current Assignee: Toagosei Company Limited
• Original Assignee: Toagosei Company Limited
• Inventors: Sasaki, Hiroshi, Kuriyama, Akira, Kakuchi, Toyoji
• Primary Examiner(s): Lipman, Bernard
• Application Number:
  US10/102,652
• Publication Number:
  US 20020137868A1
• Time in Patent Office: 865 Days
• Field of Search: 528/418, 528/417, 528/406
• US Class Current: 528/406
• CPC Class Codes: C08G 65/18 Oxetanes
• CPC Class Codes: C08G 65/22 Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
• CPC Class Codes: C09D 11/101 Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing

Abstract

Polymers having an oxetanyl group on the side chain and being represented by the following formula (2) are provided. They are usable for reactions such as ring-opening reaction and addition reaction. The process comprises subjecting to anionic ring-opening polymerization a 3-[(oxiranylmethoxy)methyl]oxetane monomer represented by the following formula (1) alone or together with other monomer containing an epoxy group:

wherein A represents a hydrogen atom or an alkyl group of 1-6 carbon atoms,

wherein A is the same as above, and R represents a hydrogen atom, a chloromethyl group, straight chain alkyl group or branched chain alkylene group of 1-12 carbon atoms, phenyl group, straight or branched chain alkyloxymethyl group of 1-12 carbon atoms or phenoxymethyl group, and n and m each represent a molar fraction, n being 100-1 mol %, m being 0-99 mol % with n+m=100.

Claims

1. A process for producing a polymer of formula (2) in high yield, which comprises subjecting a monomer of formula (1):

to ring-opening polymerization, alone or together with another monomer containing an epoxy group, to produce said polymer of formula (2);

wherein A represents a hydrogen atom or an alkyl group of 1-6 carbon atoms and R represents a hydrogen atom, a chloromethyl group, straight chain alkyl group or branched chain alkylene group of 1-12 carbon atoms, phenyl group, straight or branched chain alkyloxymethyl group of 1-12 carbon atoms or phenoxymethyl group, and n and m each represent a molar fraction, n being 100-1 mol %, m being 0-99 mol % with n+m=100,

said polymerization reaction being carried out in the presence of an anionic initiator at a temperature of −

78°

C. to 80°

C., resulting in selective ring-opening polymerization of the oxirane ring of the monomer of formula (1) but not the oxetane ring of the monomer of formula (1).

2. The process according to claim 1, wherein said anionic initiator is an alkali metal hydroxide or an alkali metal alcoholate.

3. The process according to claim 2, wherein said anionic initiator is t-butoxypotassium.

4. The process according to claim 1, wherein said temperature is from 0°

C. to 80°

C.

5. The process according to claim 1, wherein said polymerization reaction is carried out for 10 minutes to 20 hours.

6. The process according to claim 1, wherein said polymerization reaction is carried out in the absence of a solvent.

7. The process according to claim 1, wherein the other monomer containing an epoxy group is present during polymerization, and is selected from ethylene oxide, epichlorohydrin, a straight chain or branched chain alkylene oxide of 1-12 carbon atoms, styrene oxide, straight chain alkylglycidyl ether or 1-12 branched chain alkyleneglycidyl ether of 1-12 carbon atoms or phenylglycidyl ether.