β-phellandrene polymer, production method for same, and molded article

Patent metadata

Field	Value
Publication number	US-10007029-B2
Application number	US-201415029355-A
Country	US
Kind code	B2
Filing date	Oct 21, 2014
Priority date	Oct 21, 2013
Publication date	Jun 26, 2018
Grant date	Jun 26, 2018

Abstract

[1] A β-phellandrene polymer which is a polymerization product of β-phellandrene. [2] The β-phellandrene polymer comprising β-phellandrene units represented by chemical formulae (I-1), (I-2), (II-1) and (II-2), a total amount of the β-phellandrene units being 50% by mass or more. [3] The β-phellandrene polymer, which has a number average molecular weight Mn of 40,000 or more. [4] The β-phellandrene polymer, wherein at least a part of olefinic carbon-carbon double bonds thereof are hydrogenated. [5] The β-phellandrene polymer, which has a glass transition temperature of 80° C. or more.

First claim

The invention claimed is:

1. A β-phellandrene polymer which is a polymerization product of at least one β-phellandrene compound represented by the following formula(I) or formula(II),

wherein the amount of the at least one β-phellandrene compound is 70% by mass or more, based on the total mass of the β-phellandrene polymer, and the β-phellandrene polymer has a number average molecular weight Mn of 40,000 or more.

2. The β-phellandrene polymer according to claim 1 , which comprises β-phellandrene units represented by the following formula (I-1), formula (I-2), formula (II-1) and formula (II-2),

and
wherein a total amount of the β-phellandrene units is 70% by mass or more.

3. The β-phellandrene polymer according to claim 1 , which has olefinic carbon-carbon double bonds, at least a part of which are hydrogenated.

4. The β-phellandrene polymer according to claim 1 , which has a glass transition temperature of 80° C. or more.

5. The β-phellandrene polymer according to claim 1 , which is obtained by cationic polymerization of the β-phellandrene compounds of formula (I) and formula (II) with a Lewis acid as a catalyst.

6. A method for producing a β-phellandrene polymer, comprising:
cationically polymerizing polymerizable compounds present in a reaction solution in the presence of a Lewis acid as a catalyst, to obtain the β-phellandrene polymer,
wherein the reaction solution comprises β-phellandrene compounds of the following formula (I) and formula (II),

 in an amount of 70% by mass or more, based on the total mass of the polymerizable compounds present in the reaction solution.

7. The method for producing the β-phellandrene polymer according to claim 6 , wherein the amount of the β-phellandrene compounds of formula (I) and formula (II) is 90% by mass or more, based on the total mass of the polymerizable compounds present in the reaction solution.

8. The method for producing the β-phellandrene polymer according to claim 6 , wherein the polymerizable compounds of formula (I) and formula (II) are polymerized until the number-average molecular weight Mn of the β-phellandrene polymer reaches or exceeds 40,000.

9. The method for producing the β-phellandrene polymer according to claim 6 , wherein a reaction temperature for cationically polymerizing the polymerizable compounds of formula (I) and formula (II) is −90° C. to 100° C.

10. The method for producing the β-phellandrene polymer according to claim 6 which further comprises hydrogenating the obtained polymer after the cationic polymerization.

11. A molded article comprising the β-phellandrene polymer according to claim 1 , wherein the amount of the β-phellandrene polymer is 50% by mass or more, based on the total mass of the molded article.

12. The molded article according to claim 11 , which has a total light transmittance of 90% or more.

13. The molded article according to claim 11 , which is an optical plastic film comprising the β-phellandrene polymer in an amount of 50 to 100% by mass, based on the total mass of the optical plastic film, and the β-phellandrene polymer has a glass transition temperature of 80° C. or more and a specific gravity of 0.85 or more and less than 1.0.

14. The molded article according to claim 11 , which is a plastic lens comprising the β-phellandrene polymer in an amount of 50 to 100% by mass, based on the total mass of the plastic lens, and the β-phellandrene polymer has a specific gravity of 0.85 or more and less than 1.0 and a total light transmittance of 90% or more.

15. A molded article comprising the β-phellandrene polymer obtained by the method according to claim 6 , wherein the amount of the β-phellandrene polymer is 50% by mass or more, based on the total mass of the molded article.

16. The molded article according to claim 11 , which has a total light transmittance of 90% or more.

17. The molded article according to claim 11 , which is an optical plastic film comprising the β-phellandrene polymer in an amount of 50 to 100% by mass, based on the total mass of the optical plastic film, and the β-phellandrene polymer has a glass transition temperature of 80° C. or more and a specific gravity of 0.85 or more and less than 1.0.

18. The molded article according to claim 11 , which is a plastic lens comprising the β-phellandrene polymer in an amount of 50 to 100% by mass, based on the total mass of the plastic lens, and the β-phellandrene polymer has a specific gravity of 0.85 or more and less than 1.0 and a total light transmittance of 90% or more.

19. The β-phellandrene polymer according to claim 1 , wherein the amount of the at least one β-phellandrene compound is 80% by mass or more.

20. The β-phellandrene polymer according to claim 1 , wherein the amount of the at least one β-phellandrene compound is 90% by mass or more.

Assignees

• Univ Nagoya Nat Univ Corp
• Sekisui Chemical Co Ltd

Inventors

• Kamigaito Masami
• Satoh Kotaro
• Suzuki Shinya
• Kori Yasuyuki
• Eguchi Yuji
• Iwasa Koichiro
• Shirato Hitoshi

Classifications

• C08F132/06

  having two or more carbon-to-carbon double bonds · CPC title

• C08F8/04 Primary

  Reduction, e.g. hydrogenation · CPC title

• C08F36/04 Primary

  conjugated · CPC title

• G02B1/041 Primary

  Lenses · CPC title

• G02B1/04

  made of organic materials, e.g. plastics (G02B1/08 takes precedence) · CPC title