IP Library Granted Patent US 11,807,719
Granted Patent B2
US 11,807,719 · App. 16/670,148 · Granted Nov 7, 2023

Clear polyamide resins, articles, and methods

Inventors: Yuhong Wu (Columbia, SC); Keith D. Parks (Matthews, NC); Alfred O. Jessee (Lugoff, SC); Saumitra Bhargava (Clarksville, MD)
Assignee: SHAKESPEARE COMPANY, LLC
C08G69/265B29C45/14811B32B27/08B32B27/285B32B27/34B32B27/36C08G69/28C08L77/06B29C45/14B29K2075/00B29K2077/00B29K2995/0018B32B2274/00C08L2201/10C08L2203/20C08L2203/30
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Quick Facts
Patent No.
US 11,807,719
App. No.
16/670,148
Granted
Nov 7, 2023
Kind
B2
Abstract

Polyamide resins including the reaction product of an intimate mixture of at least two monomers selected from HMDA and a diamine; and an organic diacid, wherein sebacic acid is present in the organic diacid in an amount of less than or equal to about 50 mol. %, and associated articles and methods are provided herein.

Claims (22)

1. A polyamide resin comprising the reaction product of an intimate mixture of:

at least two diamine monomers, wherein one of the at least two diamine monomers comprises HMDA present in the at least two diamine monomers in an amount of between about 25 mol. % and about 50 mol. %, and wherein one of the at least two diamine monomers comprises a cycloaliphatic diamine; and

an organic diacid comprising isophthalic acid present in the organic acid in an amount of between about 10 mol. % and about 30 mol. %,

wherein sebacic acid is present in the organic diacid in an amount of greater than 0 mol. % to about 50 mol. %.

2. The polyamide resin of claim 1 , wherein one of the at least two diamine monomers is a cycloaliphatic diamine selected from BAC, DMDC, MACM, IPDA, or any combination thereof.

3. The polyamide resin of claim 1 , wherein one of the at least two diamine monomers is MPMD.

4. The polyamide resin of claim 1 , wherein one of the at least two diamine monomers is DMDC.

5. The polyamide resin of claim 4 , wherein the DMDC is present in the at least two monomers in an amount of from about 25 mol. % to about 75 mol. %.

6. The polyamide resin of claim 1 , wherein the at least two diamine monomers further comprise a cycloaliphatic diamine and DMDC.

7. The polyamide resin of claim 6 , wherein the cycloaliphatic diamine is present in the at least two diamine monomers in an amount of from about 25 mol. % to about 75 mol. % and the DMDC is present in the at least two monomers in an amount of from about 25 mol. % to about 75 mol. %.

8. The polyamide resin of claim 1 , wherein the at least two diamine monomers further comprise DMDC and MPMD.

9. The polyamide resin of claim 8 , wherein the DMDC is present in the at least two diamine monomers in an amount of from about 25 mol. % to about 75 mol. % and the MPMD is present in the at least two monomers in an amount of from about 25 mol. % to about 75 mol. %.

10. The polyamide resin of claim 1 , wherein the organic diacid further comprises one or more C10-C18 aliphatic dicarboxylic acids.

11. The polyamide resin of claim 1 , wherein the organic diacid further comprises dodecanedioic acid.

12. The polyamide resin of claim 1 , wherein the organic diacid comprises from about 70 mol. % to about 90 mol. % C10-C18 aliphatic dicarboxylic acid.

13. The polyamide resin of claim 12 , wherein the aliphatic dicarboxylic acid comprises dodecanedioic acid.

14. The polyamide resin of claim 1 , wherein the resin comprises C10 and greater aliphatic chains.

15. The polyamide resin of claim 1 , wherein the polyamide resin has a glass transition temperature of at least about 110° C.

16. The polyamide resin of claim 1 , wherein the polyamide resin is clear.

17. The polyamide resin of claim 16 , wherein a 3 mm thick sample of the resin has a total transmittance of at least about 80% when measured by a spectrophotometer according to ASTM D1003.

18. The polyamide resin of claim 1 , further comprising: a pigment, a dye, a heat stabilizer, a UV stabilizer, a lubricant, an antistatic agent, an optical brightener, or any combinations thereof.

19. The polyamide resin of claim 1 , wherein the resin has a surface energy of about 38 dyne/cm.

Assignments (3)
SECURITY INTEREST Recorded Jun 13, 2025
From: SHAKESPEARE COMPANY, LLC
To: MIDFIRST BUSINESS CREDIT, INC.
Reel/Frame 071563/0205 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2020
From: WU, YUHONG; JESSEE, ALFRED O.; BHARGAVA, SAUMITRA
To: SHAKESPEARE COMPANY, LLC
Reel/Frame 052395/0445 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2020
From: PARKS, KEITH D.
To: SHAKESPEARE COMPANY, LLC
Reel/Frame 052395/0506 →