IP Library Granted Patent US 11,753,487
Granted Patent B2
US 11,753,487 · App. 17/698,096 · Granted Sep 12, 2023

Ziegler-Natta catalyzed polyisoprene articles

Inventors: KC Nguyen (Surat Thani, TH); Chayapon Ngowprasert (Surat Thani, TH); Catherine Tang Kum Choo (Melaka, MY)
Assignee: Lifestyles Healthcare PTE. Ltd.
C08F36/08A61F6/04
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Quick Facts
Patent No.
US 11,753,487
App. No.
17/698,096
Granted
Sep 12, 2023
Kind
B2
Abstract

A polymeric article comprises an elastomeric layer comprising cured synthetic polyisoprene particles that comprise a Ziegler-Natta catalyzed polyisoprene.

Claims (32)

1. A polymeric article comprising:

an elastomeric layer comprising cured synthetic polyisoprene particles that comprise a Ziegler-Natta catalyzed polyisoprene material comprising:

a cis-1,4 isomer content of greater than or equal to 95% by weight to less than or equal to 97% by weight;

a trans-1,4 isomer content of 1% by weight or less; and

a 3,4 isomer content of 5% by weight or less;

wherein the synthetic polyisoprene particles are pre-vulcanized, the synthetic polyisoprene particles are bonded to each other through intra-polyisoprene particle crosslinks and inter-polyisoprene particle crosslinks, and the intra-polyisoprene particle crosslinks and inter-polyisoprene particle crosslinks comprise sulfur-crosslinks, and

wherein the elastomeric layer comprises a post-vulcanized structure having a molecular weight between crosslinks (Mc) of less than 11,000 g/mol.

2. The polymeric article of claim 1 , wherein the Ziegler-Natta catalyzed polyisoprene material comprises a cis-1,4 isomer content of about 96% to 97% by weight.

3. The polymeric article of claim 1 , wherein the article has a thickness in the range of from 0.030 to 0.065 mm.

4. The polymeric article of claim 1 , wherein the synthetic polyisoprene particles have a median particle diameter in the range of approximately from 0.2 to 2 micrometers.

5. The polymeric article of claim 1 in the form of a condom, a finger cot, or a glove.

6. A prophylactic device comprising:

an elastomeric layer comprising cured synthetic polyisoprene particles that are pre-vulcanized, intra-polyisoprene particle sulfur-crosslinks, and inter-polyisoprene particle sulfur-crosslinks,

wherein the synthetic polyisoprene particles comprise a Ziegler-Natta catalyzed polyisoprene material that comprises:

a cis-1,4 isomer content of greater than or equal to 95% by weight to less than or equal to 97% by weight;

a trans-1,4 isomer content of 1% by weight or less; and

a 3,4 isomer content of 5% by weight or less; and

wherein the elastomeric layer comprises a post-vulcanized structure having a molecular weight between crosslinks (M c ) of less than 11,000 g/mol.

7. The prophylactic device of claim 6 in the form of a condom, wherein the elastomeric layer forms an open end, a closed end, and a tubular sheath extending from the closed end to the open end.

8. The prophylactic device of claim 6 , wherein the synthetic polyisoprene particles have a median particle diameter in the range of approximately from 0.2 to 1.5 micrometers.

9. A method for producing a polymeric article, comprising:

pre-vulcanizing a Ziegler-Natta catalyzed polyisoprene material in the presence of a pre-vulcanization composition, wherein the pre-vulcanization composition comprises: sulfur, a dithiocarbamate accelerator, and a surfactant;

disposing an elastomeric coating of a Ziegler-Natta catalyzed polyisoprene material comprising: a cis-1,4 isomer content of greater than or equal to 95% by weight to less than or equal to 97% by weight; a trans-1,4 isomer content of 1% by weight or less; and a 3,4 isomer content of 5% by weight or less on a former;

curing the elastomeric coating to form an elastomeric layer of the polymeric article; and

adding a post-vulcanization composition to the emulsion after the Ziegler-Natta catalyzed polyisoprene material is pre-vulcanized, wherein the post-vulcanization composition comprises an accelerator;

wherein the synthetic polyisoprene particles are bonded to each other through intra-polyisoprene particle crosslinks and inter-polyisoprene particle crosslinks, and the intra-polyisoprene particle crosslinks and inter-polyisoprene particle crosslinks comprise sulfur-crosslinks.

10. The method of claim 9 , wherein the disposing of the elastomeric coating on the former comprises dipping the former into an emulsion of the Ziegler-Natta catalyzed polyisoprene material.

11. The method of claim 9 , wherein the polymeric article comprises a prophylactic device.

12. The method of claim 9 , wherein the elastomeric layer comprises a post-vulcanized structure having a molecular weight between crosslinks (M c ) of less than 11,000 g/mol.

13. The method of claim 9 , wherein the post-vulcanization composition further comprises amorphous sulfur or polysulfur.

14. The method of claim 9 , wherein the former is a coagulant-free former.

15. The method of claim 9 , wherein the accelerator comprises one or more of: zinc diethyldithiocarbamate (ZDEC), zinc dibutyldithiocarbamate (ZDBC), sodium diethyldithiocarbamate (SDEC), sodium dibutyldithiocarbamate (SDBC), a thiuram compound, and a xanthogen.

Assignments (2)
SECURITY INTEREST Recorded Nov 30, 2022
From: LIFESTYLES HEALTHCARE PTE. LTD.
To: ARES CAPITAL CORPORATION
Reel/Frame 061918/0393 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2022
From: NGUYEN, KC; NGOWPRASERT, CHAYAPON; CHOO, CATHERINE TANG KUM
To: LIFESTYLES HEALTHCARE PTE. LTD.
Reel/Frame 059597/0979 →
Continuity (4)
Continuation 16848181 · Apr 14, 2020
Continuation 16115750 · Aug 29, 2018
Provisional Application 62552859 · Aug 31, 2017
Related Publication 20220204662A1 · Jun 30, 2022