IP Library Granted Patent US 8,901,275
Granted Patent B2
US 8,901,275 · App. 13/321,022 · Granted Dec 2, 2014

Method for producing crystallized polyester

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Quick Facts
Patent No.
US 8,901,275
App. No.
13/321,022
Granted
Dec 2, 2014
Kind
B2
Abstract

A method for producing a crystallized polyester comprises the crystallization step of applying a shear and/or a pressure to a polyester selected from an aliphatic polyester and a polyalkylene terephthalate at a temperature of (Tm−70° C.) to (Tm+20° C.), where Tm is a melting point of the polyester, thereby converting the polyester into a state having a crystallinity of 10% or more and fluidity.

Claims (16)

1. A method for producing a crystallized polyester, which comprises a crystallization step of applying a shear and/or a pressure to a polyester, wherein the polyester is polylactic acid, in a molten state at a temperature of (Tm−70° C.) to (Tm−5° C.), where Tm is a melting point of the polyester, thereby converting the polyester into a state having a crystallinity of 10% or more and fluidity, wherein the state of having fluidity is a state having a melt viscosity of 1000 Pa·s or less, and the polyester to be subjected to the crystallization step has a weight average molecular weight of 5,000 to 100,000.

2. The method for producing a crystallized polyester according to claim 1 , wherein the polyester to be subjected to the crystallization step has a crystallinity of less than 10%.

3. The method for producing a crystallized polyester according to claim 1 , wherein the shear of a shear rate of 10 to 400/second and/or the pressure of 0.05 to 10 MPa is applied.

4. The method for producing a crystallized polyester according to claim 1 , wherein the time of applying the shear and/or the pressure is from 0.1 to 10 minutes.

5. The method for producing a crystallized polyester according to claim 1 , further comprising the step in which the polyester to be subjected to the crystallization step is poly-L-lactic acid or poly-D-lactic acid and, when the polyester is poly-L-lactic acid after converting the polyester into a state having a crystallinity of 10% or more and fluidity by the crystallization step, poly-D-lactic acid is mixed and, when the polyester is poly-D-lactic acid, poly-L-lactic acid is mixed.

6. A method for producing a crystallized polyester, which further comprises a step of mixing the crystallized polyester obtained by the method according to claim 1 with another resin.

7. The method for producing a crystallized polyester according to claim 1 , which further comprises steps of cooling and solidifying, and then pelletizing the crystallized polyester after the crystallization step.

8. A method for producing a crystallized polyester, which further comprises a step of subjecting the crystallized polyester obtained by the method according to claim 1 to solid phase polymerization.

9. A method for producing a crystallized polyester, which further comprises a step of subjecting the crystallized polyester according to claim 5 to solid phase polymerization, and in the step of mixing poly-L-lactic acid and poly-D-lactic acid, at least one of poly-L-lactic acid and poly-D-lactic acid satisfies the following equation (1):

(Δ Hm−ΔHc )>20 (J/g)  (1)

where

ΔHm: crystal melting enthalpy (J/g), and

ΔHc: crystallization enthalpy (J/g) upon temperature increase.

10. The method for producing a crystallized polyester according to claim 1 , wherein polyester to be subjected to the crystallization step is an oligomer or a prepolymer of polylactic acid.

11. A method for producing a crystallized polyester according to claim 1 , which comprises a polymerization step of reacting a lactic acid to produce an oligomer or a prepolymer; a crystallization step of applying a shear and/or a pressure at a temperature of (Tm−70° C.) to (Tm+20° C.), where Tm is a melting point of the oligomer or prepolymer, thereby converting the polyester into a state having a crystallinity of 10% or more and fluidity; a step of cooling and solidifying, and pelletizing the obtained crystallized polyester; and a step of subjecting the obtained pellet to solid phase polymerization; in this order, wherein the oligomer or prepolymer obtained by the polymerization step is subjected to the crystallization step without solidifying.

12. The method for producing a crystallized polyester according to claim 11 , wherein the crystallization step is carried out using a melting machine, and a temperature of the melting machine in the crystallization step is controlled according to a pressure of a resin measured by a pressure gauge mounted to at least one of the melting machine and pelletizers used in the said pelletize step, wherein the temperature of the melting machine is lowered when the pressure decreases and the temperature of the melting machine is raised when the pressure increases.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Aug 11, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: NATUREWORKS, LLC
Reel/Frame 072412/0844 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Oct 20, 2021
From: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
To: NATUREWORKS LLC
Reel/Frame 057873/0985 →
SECURITY INTEREST Recorded Oct 20, 2021
From: NATUREWORKS LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 057879/0338 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jan 16, 2018
From: NATUREWORKS LLC
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045075/0556 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 6, 2017
From: TORAY INDUSTRIES, INC.
To: NATUREWORKS LLC
Reel/Frame 044321/0206 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2011
From: HAMAGUCHI, MITSUSHIGE; NAOTSUKA, TAKUMA; TAKAHASHI, YOSHITAKE; TAKAHASHI, TORU; OME, HIROYUKI
To: TORAY INDUSTRIES, INC.
Reel/Frame 027245/0619 →