IP Library Granted Patent US 12,312,438
Granted Patent B2
US 12,312,438 · App. 17/286,607 · Granted May 27, 2025

Polymer composition

Inventors: Pascal Dewael (Buvrinnes, BE); Yves Vanderveken (Leuven, BE)
Assignee: SYENSQO SA
C08G63/183B32B27/08B32B27/36C08G63/06C08G63/66B32B2250/02B32B2250/24B32B2307/7242B32B2367/00B32B2439/60B32B2439/70C08G2390/00
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Quick Facts
Patent No.
US 12,312,438
App. No.
17/286,607
Granted
May 27, 2025
Kind
B2
Abstract

A polymer composition [composition (M)], may include i) at least one polyglycolic acid polymer [polymer (PGA)], wherein polymer (PGA) is a branched polyglycolic acid polymer [polymer (b-PGA)] and ii) at least one amorphous polyester [polymer (APES)], the polymer (APES) being present in the composition (M) in an amount of at least 0.10 and of at most 45 wt %, with respect to the combined weight of polymer (PGA) and polymer (APES). A method of making composition (M) and method of producing a multilayer stretched product from composition (M) are also described.

Claims (27)

1. A polymer composition [composition (M)], said composition (M) comprising:

i) at least one polyglycolic acid polymer [polymer (PGA)], wherein polymer (PGA) is a branched polyglycolic acid polymer [polymer (b-PGA)]; and

ii) at least one amorphous polyester [polymer (APES)], said polymer (APES) being present in the composition (M) in an amount of at least 0.10 wt percent and of at most 45 wt percent, with respect to the combined weight of polymer (PGA) and polymer (APES), wherein the polymer (APES) has a heat of fusion of less than 2.0 J/g as measured according to ASTM D3418.

2. The composition (M) according to claim 1 , wherein polymer (b-PGA) comprises units derived from polycondensation of:

(i) glycolic acid (GA);

(ii) optionally, at least one hydroxyl acid having only one hydroxyl group and only one carboxylic acid group different from GA [hydroxyacid (A)], wherein the molar amount of hydroxyacid (A) is at most 5 percent moles, with respect to the sum of moles of GA and hydroxyacid (A);

(iii) at least one polyol comprising at least three hydroxyl groups and being free from carboxylic acid group [polyol (H)], wherein the amount of polyol (H) is such that the number of hydroxyl groups thereof is at least 0.050 percent and at most 0.750 percent, with respect to the overall number of hydroxyl groups of glycolic acid and of the hydroxyacid (A), if present; and

(iv) optionally, at least one polyacid comprising at least two carboxylic acid groups and being free from hydroxyl groups [polyacid (O)], wherein the amount of polyacid (O) is such that the number of carboxyl groups thereof is at least 0.050 percent and at most 0.750 percent, with respect to the overall number of hydroxyl groups of glycolic acid and of the hydroxyacid (A), if present.

3. The composition (M) according to claim 1 , wherein the polymer (APES) is selected from amorphous terephthalate-based copolyester [polymer (ATBPE)], amorphous polyethylene isophthalate [polymer (APEI)], amorphous polyethylene naphthalate [polymer (APEN)], amorphous polyethylene furanoate [polymer (APEF)] and amorphous polytrimethylene furandicarboxylate [polymer (APTF)].

4. The composition (M) according to claim 3 , wherein the polymer (APES) is polymer (ATBPE).

5. The composition (M) according to claim 4 , wherein polymer (ATBPE) is selected from amorphous polyethylene terephthalate [polymer (APET)], amorphous polycyclohexylenedimethylene terephthalate [polymer (APCT)], amorphous polybutylene terephthlate [polymer (APBT)] and amorphous polytrimethylene terephthalate [polymer (APTT)].

6. The composition (M) according to claim 1 , wherein polymer (APES) is present in composition (M) in an amount of at least 0.50 wt percent and of at most 25 wt percent, with respect to the combined weight of polymer (PGA) and polymer (APES).

7. The composition (M) according to claim 1 , wherein polymer (APES) is present in composition (M) in an amount of at least 1 wt percent and of at most 20 wt percent, with respect to the combined weight of polymer (PGA) and polymer (APES).

8. A method of making composition (M) according to claim 1 , said method including mixing polymer (PGA) and polymer (APES), and optionally additional ingredients.

9. The method according to claim 8 , said method including a step of mixing in the molten state polymer (PGA) and polymer (APES), and optionally additional ingredients.

10. A method of producing a multilayer stretched product, said method comprising:

(i) forming a multilayer resin laminate including at least one layer of composition (M) according to claim 1 , and at least one layer of a thermoplast different from polyglycolic acid polymers, by processing from the melt;

(ii) stretching the multilayer resin laminate, so as to produce the multilayer stretched product.

11. The method according to claim 10 , wherein the thermoplast is selected from the group consisting of polyester resins, polystyrene resins, acrylic acid or methacrylic acid resins, nylon resins, sulfide resins, and polycarbonate resins.

12. The method according to claim 10 , wherein the step of forming the said multilayer resin laminate is performed by co-extrusion molding or co-injection molding.

13. The method according to claim 10 , wherein the multilayer resin laminate is cooled and solidified after step (i) before undergoing step (ii).

14. The method according to claim 10 , wherein the multilayer resin laminate is submitted to step (ii) without any intermediary cooling and re-heating step.

15. The composition (M) according to claim 4 , wherein the polymer (ATBPE) is amorphous polyethylene terephthalate (APET) obtained by copolymerization of terephthalic acid and diethylene glycol or by copolymerization of terephthalic acid and ethylene glycol.

16. The composition (M) according to claim 15 , wherein the polymer (ATBPE) is amorphous polyethylene terephthalate (APET) obtained by copolymerization of terephthalic acid and ethylene glycol, in the presence of isophthalic acid, in replacement of part of terephthalic acid.

17. The composition (M) according to claim 15 , wherein the polymer (ATBPE) is amorphous polyethylene terephthalate (APET) obtained by copolymerization of terephthalic acid and diethylene glycol, in the presence of cyclohexane dimethanol, in replacement of part of diethylene glycol.

18. The composition (M) according to claim 1 , wherein the polymer (APES) has a heat of fusion of less than 1.5 J/g as measured according to ASTM D3418.

19. The composition (M) according to claim 1 , wherein the polymer (APES) has a heat of fusion of less than 1.0 J/g as measured according to ASTM D3418.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2024
From: SOLVAY SA
To: SYENSQO SA
Reel/Frame 066406/0174 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 19, 2021
From: DEWAEL, PASCAL; VANDERVEKEN, YVES
To: SOLVAY SA
Reel/Frame 055959/0573 →
Priority Claims (1)
EP 19163927 · Mar 20, 2019 · regional
Continuity (2)
Provisional Application 62759960 · Nov 12, 2018
Related Publication 20210347936A1 · Nov 11, 2021
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