Pe-like polyesters

Patent metadata

Field	Value
Publication number	US-2016102172-A1
Application number	US-201414893276-A
Country	US
Kind code	A1
Filing date	Jun 20, 2014
Priority date	Jun 20, 2013
Publication date	Apr 14, 2016
Grant date	—

Abstract

A polyester having a saturated backbone, a method of preparing said polyester, an intermediate unsaturated polyester product, and a method for preparing said intermediate unsaturated polyester product, where the number of carbon backbone atoms between two neighbouring ester groups in the backbone is randomly distributed over the polyester, and the polyester has an M/E ratio of 14 or more, wherein M is the number of backbone carbon atoms in the polyester not including the ester carbons and E is the number of ester groups in the polyester.

First claim

1 . A polyester comprising a saturated backbone, wherein the number of backbone carbon atoms between two neighboring ester groups in the backbone is randomly distributed over the polyester, and wherein said polyester has an M/E ratio of 14 or more, wherein M is the number of backbone carbon atoms in the polyester not including the ester carbons and E is the number of ester groups in the polyester.

2 . The polyester according to claim 1 , wherein said polyester has an M/E ratio of 40 or more.

3 . The polyester according to claim 1 , wherein the backbone of said polyester comprises one or more functional side groups.

4 . The polyester according to claim 1 , comprising a number average molecular weight in the range of 2,000 g/mol to 1,000,000 g/mol, said number average molecular weight being determined as the polystyrene-equivalent molecular weight by high temperature size exclusion chromatography performed at 160° C. in trichlorobenzene using polystyrene as standard.

5 . The polyester according to claim 1 , wherein said polyester is linear or branched, or wherein said polyester is aliphatic.

6 . The polyester according to claim 1 , wherein said polyester has a polydispersity index, defined as M w /M n , in the range of 2.0-4.0.

7 . The polyester according to claim 1 , wherein said polyester has a melting point (T m ) 90° C., as measured using differential scanning calorimetry performed at a heating rate of 10° C. per minute and wherein the melting temperature corresponds to the melting peak in the second run.

8 . A method of preparing a polyester of claim 1 , the method comprising
copolymerizing one or more unsaturated lactones and one or more cycloalkenes via ring-opening metathesis polymerization to obtain an unsaturated polyester; and hydrogenating the unsaturated polyester to obtain the corresponding saturated polyester, said polyester comprising a saturated backbone, wherein the number of backbone carbon atoms between two neighboring ester groups in the backbone is randomly distributed over the polyester, and wherein said polyester has an M/E ratio of 14 or more, wherein M is the number of backbone carbon atoms in the polyester not including the ester carbons, and E is the number of ester groups in the polyester.

9 . A method according to claim 8 , wherein copolymerizing is performed in the presence of a ring-opening metathesis polymerization catalyst.

10 . A method according to claim 8 , wherein hydrogenating is performed in the presence of a hydrogenation catalyst.

11 . A method according to claim 8 , wherein copolymerizing comprises
combining the unsaturated lactone and the cycloalkene together with a ring-opening metathesis polymerization catalyst and a solvent to provide a reaction mixture, and polymerizing the reaction mixture at a temperature in the range of 0-60° C.

12 . A polyester made by a method according to claim 8 , said polyester comprising a saturated backbone, wherein the number of backbone carbon atoms between two neighbouring ester groups in the backbone is randomly distributed over the polyester, and wherein said polyester has an M/E ratio of 14 or more, wherein M is the number of backbone carbon atoms in the polyester not including the ester carbons and E is the number of ester groups in the polyester.

13 . A polyester comprising an unsaturated backbone, wherein the number of carbon atoms between two neighboring ester groups in the backbone is randomly distributed over the polyester, and wherein said polyester has an M/E ratio of 14 or more, wherein M is the number of backbone carbon atoms in the polyester not including the ester carbons and E is the number of ester groups in the polyester.

14 . A method of preparing the polyester of claim 13 , said method comprising
copolymerizing an unsaturated lactone and a cycloalkene via ring-opening metathesis polymerization to obtain an unsaturated polyester, said polyester comprising an unsaturated backbone, wherein the number of backbone carbon atoms between two neighboring ester groups in the backbone is randomly distributed over the polyester, and wherein said polyester has an M/E ratio of 14 or more, wherein M is the number of backbone carbon atoms in the polyester not including the ester carbons and E is the number of ester groups in the polyester.

15 . A polymer composition comprising a polyolefin and a polyester according to claim 1 .

16 . The polyester according to claim 1 , wherein said polyester has
an M/E ratio in the range of 40 or more, a number average molecular weight in the range of 10,000 g/mol to 500,000 g/mol, said number average molecular weight being determined as the polystyrene-equivalent molecular weight by high temperature size exclusion chromatography performed at 160° C. in trichlorobenzene using polystyrene as standard, a polydispersity index, defined as M w /M n , in the range of 2.0-4.0, a melting point (T m ) of 110° C. or more, as measured using differential scanning calorimetry performed at a heating rate of 10° C. per minute and wherein the melting temperature corresponds to the melting peak in the second run.

17 . The polyester according to claim 1 , wherein said polyester has
an M/E ratio in the range of 50-500, a number average molecular weight in the range of 20,000 g/mol to 200,000 g/mol, said number average molecular weight being determined as the polystyrene-equivalent molecular weight by high temperature size exclusion chromatography performed at 160° C. in trichlorobenzene using polystyrene as standard, a polydispersity index, defined as M w /M n , in the range of 2.0-3.5, a melting point (T m ) of 120° C. or more, as measured using differential scanning calorimetry performed at a heating rate of 10° C. per minute and wherein the melting temperature corresponds to the melting peak in the second run.

18 . A polymer composition comprising a polyolefin and a polyester according to claim 13 .

19 . A polymer composition comprising a polyolefin and a polyester according to claim 16 .

20 . A polymer composition comprising a polyolefin and a polyester according to claim 17 .

Assignees

• Saudi Basic Ind Corp

Inventors

• Duchateau Robbert
• Pepels Mark Petrus Franciscus

Classifications

• C08G2261/3322

  derived from cyclooctene · CPC title

• C08G2261/418

  Ring opening metathesis polymerisation [ROMP] · CPC title

• C08G63/826

  Metals not provided for in groups C08G63/83 - C08G63/86 (C08G63/823 takes precedence) · CPC title

• C08G63/78

  Preparation processes · CPC title

• C08L23/02

  not modified by chemical after-treatment · CPC title