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Process to prepare cyclic oligomer and cyclic oligomer obtainable thereby and process to polymerize SAME

A technology of oligomers and cyclic polyesters, which is applied in the preparation of carboxylates by oligomerization, climate sustainability, sustainable manufacturing/processing, etc., and can solve problems such as degradation and discoloration of aliphatic oligomers

Active Publication Date: 2020-05-01
SULZER MANAGEMENT AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Thus although such oligomeric compositions can be readily polymerized at milder temperatures below 300°C, significantly higher temperatures and harsher conditions may be required to melt the raw materials before they polymerize, resulting in partial thermal Sensitive to degradation and discoloration of aliphatic oligomers

Method used

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  • Process to prepare cyclic oligomer and cyclic oligomer obtainable thereby and process to polymerize SAME
  • Process to prepare cyclic oligomer and cyclic oligomer obtainable thereby and process to polymerize SAME
  • Process to prepare cyclic oligomer and cyclic oligomer obtainable thereby and process to polymerize SAME

Examples

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Embodiment 1

[0184] Embodiment 1: be used to produce the cyclic polyester oligomer composition of PEF (Y 1' implementation plan)

[0185] In this embodiment, it is described image 3 Preparation of cyclic polyester oligomers shown in , which can then be subsequently used to prepare PEF, poly(ethylene 2,5-furandicarboxylate). 40 g of me-FDCA was loaded with 20 ml of EG into a glass reactor equipped with a stirrer. The reaction was carried out under an inert atmosphere at an initial temperature of 140°C in the presence of 0.50 g of catalyst (Bu2SnO) and gradually heated to a final temperature of 180°C. After 1 hour of reaction, the pressure was reduced to 700 mbar; after 40 minutes the pressure was reduced again to 400 mbar and after 30 minutes to 200 mbar. Finally the pressure is gradually reduced up to 10 mbar. The temperature was raised to 200°C and the system was kept under these conditions for 2 hours. The system was allowed to cool to room temperature and the solid product was r...

Embodiment 2

[0190] Embodiment 2: by cyclic polyester oligomer composition (Y 1' ) to produce PEF: in the presence of a small amount of plasticizer and catalyst Down

[0191] In this example, the cyclic oligomer Y of Example 1 was 1' (m=2) Reacted as in Comparative Example 1, but with the presence of cyclic stannoxane as catalyst at a concentration of 0.1 mol % per mol of cyclic oligomer repeating units. In this case, conversions greater than 95% were achieved within 20 minutes.

[0192] Figure 5 Comparative data showing the conversion of cyclic PEF dimers using lower (1 / 3 v / m) and higher (2 / 3 v / m) concentrations of tetraethylene glycol dimethyl ether plasticizer .

[0193] In other polymerization experiments, other metal oxide catalysts such as Sb 2 O 3 or Bi 2 O 3 Compare with tin-based catalysts. observed use of Sb 2 O 3 or Bi 2 O 3 The polymer produced was more water-white in appearance than the slightly yellowish-brown color obtained with the tin-based catalyst.

Embodiment 3

[0194] Embodiment 3: by cyclic polyester oligomer composition (Y 1' ) to produce PEF: in the presence of a higher amount of plasticizer No catalyst

[0195] In this example, the cyclic oligomer Y of Example 1 1'(m=2) React as in Comparative Example 1, with 240 uL tetraethylene glycol dimethyl ether per 180mg cyclic oligomer Y 1' Higher concentrations use tetraethylene glycol dimethyl ether as a plasticizer. In this case, greater than 95% conversion was achieved within 60 minutes at all temperatures.

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Abstract

A process to prepare a (iv) cyclic polyester oligomer composition comprising a cyclic polyester oligomer having furanic units and two to five repeat units is disclosed. The process comprises the stepsof: (a) reacting a monomer composition comprising: (i) a bifunctional furan-derivative and (ii) a diol in an linear oligomerization step to produce a (iii) linear oligomer composition comprising a linear oligomer species, (b) reacting the (iii) linear oligomer composition in a distillation-assisted cyclization (DA-C) step to form a (iv) cyclic polyester oligomer composition and a (v) diol byproduct, wherein the (v) diol byproduct is removed by evaporation in the distillation-assisted cyclization (DA-C) step.

Description

[0001] Background of the Invention [0002] The present invention relates to a process for the preparation of a cyclic polyester oligomer composition comprising a cyclic polyester oligomer having furanic units, said oligomer composition obtainable thereby, and said cyclic polyester oligomer composition Use of polyester oligomer compositions for the preparation of polyester polymers, especially in the presence of plasticizers (PL), and polymers obtainable therefrom. [0003] New alternative raw materials for diol and diacid or diester monomers conventionally used in the preparation of polyesters from furanic structural units in industrial scale polymerization plants have recently been developed. WO2014 / 139603 (A1) discloses that cyclic polyester oligomers can be readily prepared in a process comprising: subjecting monomer components to a reaction temperature sufficient to produce a cyclic polyester oligomer having furan units and Reaction in the ring closure oligomerization step...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/181C08G63/81C08G63/90C08G63/91C07C67/465C07C69/608
CPCC08G63/181C08G63/81C08G63/90C08G63/916Y02P20/10C08G63/85C08G63/91C07C67/465C07C69/608C08G2115/00
Inventor L.I.科斯塔P.J.弗莱肯斯坦J-G.罗森博姆G.施托尔蒂M.莫尔比德利
Owner SULZER MANAGEMENT AG
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