Vinylcyclopropane, monomer composition, polymer, polymer composition, and article

Patent metadata

Field	Value
Publication number	US-9580524-B2
Application number	US-201515124798-A
Country	US
Kind code	B2
Filing date	Feb 24, 2015
Priority date	Mar 11, 2014
Publication date	Feb 28, 2017
Grant date	Feb 28, 2017

Abstract

Provided are a vinylcyclopropane that exhibits volume expansion upon homopolymerization and that enables improved solvent solubility, a monomer composition that contains the vinylcyclopropane, a polymer of the vinylcyclopropane, a polymer composition that contains the polymer, and an article that is obtainable through curing of the monomer composition. The vinylcyclopropane is represented by general formula (I) shown below.

First claim

The invention claimed is:

1. A vinylcyclopropane represented by general formula (I) shown below

where, in general formula (I):
R 1 represents —H, —OH, —NH 2 , —NO 2 , —COOR, —CN, ═O, —OCOCH═CH 2 , —OCO(CH 3 )C═CH 2 , a halogen, an alkylene group having a carbon number of 1-20, a cycloalkylene group having a carbon number of 3-20, an arylene group having a carbon number of 6-14, or any one of an alkylene group having a carbon number of 1-20, a cycloalkylene group having a carbon number of 3-20, or an arylene group having a carbon number of 6-14 interrupted by O, S, N, or NH;
X 1 represents CO, CO—O, O—CO, CO—S, S—CO, CO—NR, NR—CO, O, S, SO 2 , or a single bond;
X 2 represents CO, CO—O, O—CO, CO—S, S—CO, CO—NR, NR—CO, O, S, SO 2 , or a single bond;
for R 1 , X 1 , and X 2 , R represents H, an alkyl group having a carbon number of 1-6, a cycloalkylene group having a carbon number of 3-6, an aryl group having a carbon number of 6-14, or a heterocyclic group having a carbon number of 6-14;
k represents an integer of 2-4;
l represents an integer of 1-9;
m represents an integer of 1-8; and
Ad represents an adamantyl group.

2. The vinylcyclopropane of claim 1 , wherein
X 1 and X 2 are each an ester.

3. The vinylcyclopropane of claim 1 , wherein
k is 2.

4. A monomer composition comprising
the vinylcyclopropane of claim 1 .

5. A monomer composition comprising
the vinylcyclopropane of claim 3 .

6. A polymer of the vinylcyclopropane of claim 1 .

7. A polymer of the vinylcyclopropane of claim 3 .

8. The polymer of claim 6 , wherein
the polymer exhibits a volume change of at least +5.0% relative to monomer volume of the vinylcyclopropane.

9. The polymer of claim 6 , wherein
the polymer is a copolymer of the vinylcyclopropane and a polymerizable compound other than the vinylcyclopropane.

10. A polymer composition comprising
the polymer of claim 6 .

11. A polymer composition comprising
the polymer of claim 7 .

12. A polymer composition comprising
the polymer of claim 8 .

13. A polymer composition comprising
the polymer of claim 9 .

14. An article obtainable through curing of the monomer composition of claim 4 .

15. An article obtainable through curing of the monomer composition of claim 5 .

Assignees

• Dexerials Corp

Inventors

• Kitadume Koji
• Chiba Hiroto
• Abe Tetsuya
• Sunaga Tomoyasu
• Endo Takeshi

Classifications

• C08G2261/135

  Cross-linked structures · CPC title

• C08G61/06

  prepared by ring-opening of carbocyclic compounds · CPC title

• C07C69/753

  of polycyclic acids · CPC title

• C07C69/743

  of acids with a three-membered ring and with unsaturation outside the ring · CPC title

• C07C2601/02

  with a three-membered ring · CPC title