US 11,535,705 B2 · Polycarbonate ester and preparation method therefor

Abstract

A method for preparing a polycarbonate ester includes feeding a monomer mixture containing (i) at least one compound selected from the group consisting of compounds of the following Formulae 1 and 3; (ii) a compound of the following Formula 2; and (iii) a 1,4:3,6-dianhydrohexitol to a polycondensation reactor and allowing the monomers and the 1,4:3,6-dianhydrohexitol to react to prepare the polycarbontate ester. The prepared polycarbonate ester has improved mechanical properties including tensile strength and impact strength:

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Claims4

Dependent claims

A process for preparing a polycarbonate ester, which comprises:

feeding a monomer mixture comprising (i) at least one compound selected from the group consisting of compounds of the following Formulae 1 and 3;
(ii) a compound of the following Formula 2;
and (iii) a 1,4:3,6-dianhydrohexitol to a reactor comprising one or more stirrers, said reactor being an extruder, a kneader, or a finisher reactor;
melting the monomer mixture and reacting the monomer mixture at a reduced pressure to prepare a polycarbonate prepolymer;
and
further reacting the polycarbonate prepolymer at a reduced pressure to prepare the polycarbonate ester;
wherein the polycarbonate prepolymer has an intrinsic viscosity (IV) of 0.10 to 0.60 dl/g:
wherein in Formula 2, R1 and R2 are each an alkyl group having 1 to 18 carbon atoms or an aryl group having 6 to 18 carbon atoms,
wherein the aryl group may have at least one substituent selected from the group consisting of an alkyl group having 1 to 18 carbon atoms, a cycloalkyl group having 4 to 20 carbon atoms, an aryl group having 6 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a cycloalkoxy group having 4 to 20 carbon atoms, an aryloxy group having 6 to 18 carbon atoms, an alkylsulfonyl group having 1 to 18 carbon atoms, a cycloalkylsulfonyl group having 4 to 20 carbon atoms, an arylsulfonyl group having 6 to 18 carbon atoms, and an ester substituent;
and the ester substituent may be an alkyl ester having 1 to 18 carbon atoms, a cycloalkyl ester having 4 to 20 carbon atoms, or an aryl ester having 6 to 18 carbon atoms,
wherein the polycarbonate ester has an intrinsic viscosity (IV) of 0.8 to 2.3 dl/g, and
wherein a specimen injection-molded according to ASTM D638 test method from the polycarbonate ester has a tensile strength of 80 to 200 MPa and a flexural strength of 100 to 210 MPa.

9 more elements

Dependencies are inferred from the claim text.

Description6,294 words

Summary1,005 words

#This application is a National Stage of International Application No. PCT/KR2019/001039 filed on Jan. 24, 2019, which claims priority under U.S.C. § 119(a) to Koran Patent Application No. 10-2018-0008937 filed on Jan. 24, 2018, the disclosure of which is incorporated herein in its entirety by reference.

#The present invention relates to a bio-based polycarbonate ester and a process for preparing the same. In more detail, the present invention relates to a process for preparing a bio-based polycarbonate ester that is excellent in such mechanical properties as tensile strength and impact strength by using a high-viscosity polycondensation reactor.

#A bio-based polycarbonate ester prepared by melt-polycondensation of 1,4:3,6-dianhydrohexitol with a carbonate or a dicarboxylate is a bioplastic that contains a bio-based monomer derived from a bio-source. The bio-based polycarbonate ester has high transparency of PMMA (poly(methyl methacrylate)), which is a representative transparent general-purpose resin, and high heat resistance of bisphenol A (BPA) polycarbonate. In particular, in the case where 1,4:3,6-dianhydrohexitol is used as a monomer for preparing a polycarbonate, which is one of the representative transparent engineering plastics, the polycarbonate thus prepared has high heat resistance and transparency, as well as excellent surface hardness, UV stability, flame retardancy, and chemical resistance, along with the advantages of a bioplastic.

Detailed description5,289 words

#Process for Preparing a Bio-Based Polycarbonate Ester

#The present invention provides a process for preparing a bio-based polycarbonate ester, which comprises feeding a monomer mixture that comprises at least one compound selected from the group consisting of compounds represented by the following Formulae 1 to 3; and 1,4:3,6-dianhydrohexitol to a high-viscosity polycondensation reactor and reacting them:

#in the above Formula 2,

Facts

Application

16/960,615Filed 24 Jan 2019

Priority

KR 10-2018-000893724 Jan 2018

Published

US 2020/0362105 A119 Nov 2020

Granted

27 Dec 2022

Term ends

24 Jan 2039

Estimated · how

20 years from earliest known nonprovisional domestic filing plus recorded patent term adjustment. Maintenance-fee lapses, terminal disclaimers and statutory extensions have not been checked. The continuity chain may be incomplete; this is not an enforceability determination.

Classification9 codes

C08G 64/30
General preparatory processes: using carbonates
C08G 64/305
Using carbonates: and alcohols
C08G 63/64
Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule: polyesters containing both…
C08G 63/672
Derived from polycarboxylic acids and polyhydroxy compounds: dicarboxylic acids and dihydroxy compounds

Timeline

24 Jan 2018Priority claimedKR 10-2018-0008937
24 Jan 2019Application filedUS 16/960,615
8 Jul 2020Assigned to SK Chemicals Co., Ltd.assignment of assignor's interest
19 Nov 2020PublishedUS 2020/0362105 A1
27 Dec 2022GrantedUS 11,535,705 B2
12 Oct 2026TodayWithin its term
24 Jan 2039Term endsEstimated

Polycarbonate ester and preparation method therefor

Life of this patent

Polycarbonate ester and preparation method therefor

Life of this patent

Life of this patent

Abstract

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Drawings

Claims4

Description6,294 words

Drawings

Classification9 codes

Life of this patent

Description6,294 words