IP Library › Granted Patent US 12,134,680
Granted Patent B2
US 12,134,680 · App. 17/059,948 · Granted Nov 5, 2024

Method for crystallizing a polyester comprising at least one 1,4:3,6-dianhydrohexitol unit

Inventors: Nicolas Jacquel (Pontarlier, FR); René Saint-Loup (Lomme, FR); Audrey Dausque (Houplines, FR); Sébastien Naudin (Coutances, FR); Nicolas Descamps (Sainghin-en-Melantois, FR)
Assignee: Roquette Freres
C08G63/80C08G63/672
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Quick Facts
Patent No.
US 12,134,680
App. No.
17/059,948
Granted
Nov 5, 2024
Kind
B2
Abstract

A crystallization method that comprises a step of providing a polyester comprising at least one 1,4:3,6-dianhydrohexitol unit, and a step of crystallizing this semi-crystalline polyester at a pressure of at least 600 mbar absolute. The method according to the invention makes it possible to strongly limit, or even eliminate, the phenomenon of polyester expansion during crystallization. Advantageously, the elimination of the expansion phenomenon through pressure conditions implemented according to the invention thus makes it possible to dispense with obtaining very fragile empty spheres that break when agitated and thus cause the formation of undesirable fine particles.

Claims (20)

1. A method for crystallizing a polyester comprising at least one 1,4:3,6-dianhydrohexitol unit, and comprising the following steps of:

providing a semi-crystalline polyester comprising at least one 1,4:3,6-dianhydrohexitol unit, and

crystallizing said polyester,

wherein the crystallization step is performed at a pressure at a range of from 600 to 800 mbar absolute and further comprises a step of drying the polyester upstream of the crystallization step so as to obtain a water content in the polyester of less than 0.1%.

2. The method according to claim 1 , wherein the 1,4:3,6-dianhydrohexitol unit is isosorbide.

3. The method according to claim 1 , wherein the polyester provided is a semi-crystalline thermoplastic polyester comprising:

at least one 1,4:3,6-dianhydrohexitol unit (A),

at least one diol unit (B), other than the 1,4:3,6-dianhydrohexitol unit (A),

at least one aromatic dicarboxylic acid unit (C).

4. The method according to claim 3 , wherein the diol unit (B) of said polyester, other than the 1,4:3,6-dianhydrohexitol unit (A), is an alicyclic diol unit selected from the group comprising 1,4-cyclohexanedimethanol, 1,2-cyclohexanedimethanol, 1,3-cyclohexanedimethanol, spiroglycol, tricyclo[5.2.1.0 2,6 ]decanedimethanol (TCDDM), 2,2,4,4-tetramethyl-1,3-cyclobutanediol, tetrahydrofurandimethanol (THFDM), furandimethanol, 1,2-cyclopentanediol, 1,3-cyclopentanediol, 1,2-cyclohexanediol, dioxane glycol (DOG), norbornane diols, adamanthane diols, pentacyclopentadecane dimethanols or a mixture of these diols.

5. The method according to claim 3 , wherein the diol unit (B) of said polyester, other than the 1,4:3,6-dianhydrohexitol unit (A), is a saturated linear non-cyclic aliphatic diol selected from the group comprising ethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol and/or 1,10-decanediol.

6. The method according to claim 3 , wherein the unit (C) of said polyester is selected from the group comprising derivatives of naphthalates, terephthalates, furanoates, thiophene dicarboxylate, pyridine dicarboxylate, isophthalates, or mixtures thereof.

7. The method according to claim 1 , wherein it also comprises a step of drying the polyester before the crystallization step so as to obtain a water content of the polyester of less than 0.05%.

8. The method according to claim 1 , wherein it also comprises a step of increasing the molar mass of said polyester after the crystallization step.

9. The method according to claim 8 , wherein the molar mass of said polyester is increased by solid-state post-condensation (SSP).

10. A method for increasing the molar mass of a polyester comprising at least one 1,4:3,6-dianhydrohexitol unit, and comprising the following steps of:

providing a semi-crystalline polyester comprising at least one 1,4:3,6-dianhydrohexitol unit,

crystallizing said polyester, and

increasing the molar mass of said crystallized polyester by solid-state post-condensation

wherein the crystallization step is performed at a pressure at a range of from 600 to 800 mbar absolute and further comprises a step of drying the polyester upstream of the crystallizaiton step so as to obtain a water ontent in the polyester of less than 0.1%.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 20, 2022
From: JACQUEL, NICOLAS; SAINT-LOUP, RENÉ; DAUSQUE, AUDREY; NAUDIN, SÉBASTIEN; DESCAMPS, NICOLAS
To: ROQUETTE FRÈRES
Reel/Frame 060566/0595 →
Priority Claims (1)
FR 18 54738 · May 31, 2018 · national
Continuity (1)
Related Publication 20220267514A1 · Aug 25, 2022