Hydrogenated tetracyclododecene-based ring-opening polymer and method for producing same

Patent metadata

Field	Value
Publication number	US-10253137-B2
Application number	US-201515125777-A
Country	US
Kind code	B2
Filing date	Mar 12, 2015
Priority date	Mar 14, 2014
Publication date	Apr 9, 2019
Grant date	Apr 9, 2019

Abstract

The present invention is: a hydrogenated tetracyclododecene-based ring-opening polymer comprising a repeating unit (A) derived from tetracyclododecene in a ratio of 40 wt % or more based on a total amount of repeating units, a ratio of meso diads in the repeating unit (A) being 65% or more; and a method for producing the same. By means of the present invention, provided are: a crystalline hydrogenated tetracyclododecene-based ring-opening polymer having a high melting point and a high glass transition temperature, and exhibiting excellent heat resistance and excellent processability even after forming due to melt forming; and a method for producing the same.

First claim

The invention claimed is:

1. A hydrogenated tetracyclododecene-based ring-opening polymer comprising a repeating unit (A) derived from tetracyclododecene having a content of endo-anti stereoisomer of 90% or more in a ratio of 40 wt % or more based on a total amount of repeating units, a ratio of meso diads in the repeating unit (A) being 65% or more,
wherein the hydrogenated tetracyclododecene-based ring-opening polymer has a number average molecular weight (Mn) of 2,000 to 400,000, a melting point of 300° C. or more, and a glass transition temperature of 130° C. or more.

2. The hydrogenated tetracyclododecene-based ring-opening polymer according to claim 1 , further comprising a repeating unit derived from dicyclopentadiene.

3. A method for producing a hydrogenated tetracyclododecene-based ring-opening polymer comprising a repeating unit (A) derived from tetracyclododecene in a ratio of 40 wt % or more based on a total amount of repeating units, a ratio of meso diads in the repeating unit (A) being 65% or more, the method comprising:
subjecting a tetracyclododecene-based monomer comprising tetracyclododecene having a content of endo-anti stereoisomer of 90% or more in a ratio of 40 wt % or more based on a total amount of monomer to ring-opening polymerization using a compound represented by a formula (1) or a compound represented by a formula (2) as a polymerization catalyst to obtain a tetracyclododecene-based ring-opening polymer, and
hydrogenating main-chain carbon-carbon double bonds of the tetracyclododecene-based ring-opening polymer using hydrogen and a hydrogenation catalyst,

wherein M represents a transition metal atom that belongs to Group 6 in the periodic table, L represents an imido ligand that is unsubstituted, or substituted with an alkyl group having 1 to 12 carbon atoms or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, or an oxo ligand, each of R 1 to R 5 independently represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, provided that R 1 to R 5 are optionally bonded to each other to form a ring, X represents a halogen atom, n represents an integer from 1 to 4, and m represents (4-n),

wherein M, L, and X are the same as defined above, each of R 6 to R 13 independently represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, provided that R 6 to R 13 are optionally bonded to each other to form a ring, p represents 1 or 2, q represents (4-2p), and r represents 0 or 1.

4. The hydrogenated tetracyclododecene-based ring-opening polymer according to claim 1 , wherein the hydrogenated tetracyclododecene-based ring-opening polymer has crystallinity after being subjected to a thermal history including cooling due to melt forming.

5. The method for producing a hydrogenated tetracyclododecene-based ring-opening polymer according to claim 3 , wherein the hydrogenated tetracyclododecene-based ring-opening polymer has crystallinity after being subjected to a thermal history including cooling due to melt forming.

6. The hydrogenated tetracyclododecene-based ring-opening polymer according to claim 1 , further comprising a repeating unit derived from norbornene.

Assignees

• Zeon Corp

Inventors

• Hayano Shigetaka

Classifications

• C08G2261/724

  Hydrogenation · CPC title

• C08G2261/62

  Mechanical aspects · CPC title

• C08G2261/592

  against heat · CPC title

• C08G2261/212

  Regioregularity · CPC title

• C08G61/08 Primary

  of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring · CPC title