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Preparation method of lactone polymer, polyurethane and polyester

A polymer and polyurethane technology, applied in the field of preparation of lactone polymers, can solve the problems of unsatisfactory, high color number, high viscosity, etc., and achieve the effects of excellent heat resistance, low viscosity and low color number

Pending Publication Date: 2021-03-23
HODOGOYA CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Although methods for improving the molecular weight distribution of lactone polymers have been proposed (Patent Document 1, Patent Document 2, etc.), the obtained lactone polymers have M W / M n = 1.2 to 1.8 such a wide molecular weight distribution and high color number are unsatisfactory
The problem with lactone polymers having a wide molecular weight distribution and a high color number is that the physical properties (strength, elongation, heat resistance, etc.) of various resins such as polycaprolactone and polyurethane obtained using this compound are insufficient and high Viscosity, and there are many practical problems in terms of molding processability or handling

Method used

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  • Preparation method of lactone polymer, polyurethane and polyester
  • Preparation method of lactone polymer, polyurethane and polyester
  • Preparation method of lactone polymer, polyurethane and polyester

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[0025] The present invention relates to a method for producing a lactone polymer obtained by subjecting a lactone compound represented by the general formula (1) to ring-opening polymerization. In addition, the preparation method of the present invention relates to a preparation method of a lactone polymer, which is characterized in that a non-metallic halide or a heteropolyacid is used as a catalyst, and an active hydrogen atom-containing compound is used as an initiator in the ring-opening polymerization. compound, adjusting the moisture content of the compound containing active hydrogen atoms.

[0026] As the catalyst in the production method of the lactone polymer of the present invention, a non-metallic halide can be exemplified as a Lewis acid, or a heteropolyacid can be exemplified as a solid acid. As non-metallic halides, boron trifluoride (BF 3 ), phosphorus pentafluoride (PF 5 ) and other non-metallic halides. As a heteropolyacid, phosphotungstic acid hydrate (H ...

Embodiment 1

[0062] [Example 1] Synthesis of polycaprolactone

[0063]Into a 500 mL reaction vessel purged with nitrogen, ε-caprolactone (abbreviated as CL) 114.0 g (1.00 mol, manufactured by Tokyo Chemical Industry Co., Ltd.), ethylene glycol (EG) 3.2 g (0.05 mol, moisture content 200 ppm , manufactured by Kishida Chemical Co., Ltd.), and 1.0 g of phosphotungstic acid hydrate (PWA) (0.0003 mol, manufactured by Nippon Shinkoku Co., Ltd.) was added, and stirred at 70° C. for 5 hours. 100 mL of toluene and 50 g of ion exchange resin IRA-96SB (manufactured by Japan Organo Co., Ltd.) were added to the reaction mixture, followed by stirring at room temperature for 2 hours. After stirring, the reaction mixture was filtered, and the solvent was removed from the filtrate by distillation under reduced pressure, whereby a polymer (107 g, yield 94%) was obtained as a colorless solid (normal temperature). The GPC measurement result (Mn, Mn) of the obtained lactone polymer (polycaprolactone) W / M n ...

Embodiment 2

[0064] [Example 2] Synthesis of polycaprolactone

[0065] Except that the ethylene glycol in Example 1 was replaced by 2-methyl-1,3-propanediol (MPD) 5.0g (0.06mol, moisture content 200ppm, manufactured by Kishida Chemical Co., Ltd.), through the same method as in Example 1 A colorless solid (room temperature) lactone polymer (108 g, yield 95%) was obtained. Table 1 summarizes the analysis results of the obtained polymer measured by the same method as in Example 1.

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Abstract

Provided are a lactone polymer, a polyurethane, and a method for producing a polyester, which have a narrow molecular weight distribution and excellent hue, and which provide a resin material (polyurethane, polyester, or the like) having excellent various resin properties, viscosity, moldability, and heat resistance by using the lactone polymer as a resin raw material. A method for producing a lactone polymer obtained by ring-opening polymerization of a lactone compound represented by general formula (1) is disclosed, said method being characterized in that a non-metal halide or a heteropolyacid is used as a catalyst, an active hydrogen atom-containing compound is used as an initiator in the ring-opening polymerization, and a hydrogen atom-containing compound is used as an initiator in thering-opening polymerization. In formula 1, R1 to R3 each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, and n represents an integer of 0 to 6.

Description

technical field [0001] The invention relates to a preparation method of a lactone polymer. In addition, it relates to a method for producing polyurethane or polyester using the lactone polymer obtained by the production method. Background technique [0002] Lactone polymers having a molecular weight of 500 to 5,000 are particularly useful as raw materials for polyurethane resins, polyester resins, artificial leather, coating materials, and the like. The lactone polymer can be obtained by ring-opening polymerization of lactones such as ε-caprolactone and δ-valerolactone, for example. In the conventional preparation method of lactone polymer, when anionic ring-opening polymerization catalysts such as tetrabutyl titanate are used or the reaction is carried out at a high temperature of 100°C to 200°C, side reactions such as transesterification occur at the same time, and the molecular weight is also obtained. Wide distribution (weight average molecular weight (M w ) / number av...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/08C08G63/87C08G63/82C08G18/42
CPCC08G63/08C08G63/87C08G63/823C08G18/4277C08G18/4269
Inventor 松本明洋青木良和佐藤刚
Owner HODOGOYA CHEMICAL CO LTD
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