Polycarbonate diol and polyurethane using the same

A polycarbonate diol technology, applied in the field of polyurethane, can solve the problems of hard texture, poor chemical resistance, poor hand feeling, etc., and achieve the effect of excellent elastic recovery

Pending Publication Date: 2018-02-23
MITSUBISHI CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] However, polycarbonate diols widely available on the market today are polycarbonate diols synthesized mainly from 1,6-hexanediol. This substance has high crystallinity, so when it is made into polyurethane, there is a softness. The high cohesion of the chain segment, especially the problem of poor low temperature properties such as flexibility, elongation, bending or elastic recovery, limits its use
Furthermore, the artificial leather manufactured using this polyurethane as a raw material has poor chemical resistance and has a hard texture, and it is pointed out that the "hand feeling" is inferior to that of natural leather.

Method used

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  • Polycarbonate diol and polyurethane using the same
  • Polycarbonate diol and polyurethane using the same
  • Polycarbonate diol and polyurethane using the same

Examples

Experimental program
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Effect test

Embodiment

[0497] Examples and comparative examples are given below to illustrate the present invention more specifically, but as long as it does not exceed the gist of the present invention, it is not limited to these examples.

[0498] Hereinafter, the evaluation method of each physical property value is as follows.

[0499] [Evaluation method: polycarbonate diol]

[0500]

[0501] Dissolve polycarbonate diol in CDCl 3 , Measure 400MHz 1 H-NMR (AL-400 manufactured by JEOL Co., Ltd.) identifies phenoxy groups, dihydroxy compounds, and phenols based on the signal position of each component, and calculates the respective contents based on the integral value. At this time, the detection limit is 100 ppm by weight of phenol relative to the weight of the entire sample, and dihydroxy compounds such as the compound represented by the above formula (A) and the compound represented by the above formula (B) are 0.1% by weight. In addition, the ratio of the phenoxy group was determined from the ratio of...

Embodiment 1-1

[0563]

[0564] In a 5L glass separable flask equipped with a stirrer, a distillate collector, and a pressure regulator, 1,4-butanediol (1,4BD): 768.5g, 1,10-decane was added as a raw material Diol (1, 10DD): 768.5 g, diphenyl carbonate: 2563.0 g, magnesium acetate tetrahydrate aqueous solution: 6.6 mL (concentration: 8.4 g / L, magnesium acetate tetrahydrate: 55 mg), and replaced with nitrogen. Under stirring, the internal temperature was raised to 160°C, and the contents were dissolved by heating. Then, after the pressure was reduced to 24 kPa over 2 minutes, the phenol was removed from the system and allowed to react for 90 minutes. Next, the pressure was reduced to 9.3 kPa over 90 minutes, and further to 0.7 kPa over 30 minutes to continue the reaction, and then the temperature was raised to 170°C to remove the phenol and unreacted dihydroxy compound out of the system while reacting for 60 minutes. A composition containing polycarbonate diol is obtained.

[0565] The obtained...

Embodiment 1-2～ Embodiment 1-13

[0574]

[0575] In the production of the polycarbonate diol of Example 1-1, all were carried out under the same conditions and methods except that the type and feed amount of the PCD polymerization raw materials were changed to those described in Table 1 The reaction yields a composition containing polycarbonate.

[0576] The obtained polycarbonate diol-containing composition was subjected to thin-film distillation in the same manner as in Example 1-1. Table 1 shows the evaluation results of properties and physical properties of the polycarbonate diol obtained by thin-film distillation.

[0577]

[0578] In the production of the polyurethane of Example 1-1, except that the type of polycarbonate diol (PCD) used and the feed amount of each raw material were changed to the PCD and the feed amount described in Table 3, all were the same. The conditions and methods are reacted to obtain a polyurethane solution. The properties and physical properties of the polyurethane are shown in Ta...

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Abstract

The present invention relates to a polycarbonate diol comprising a structural unit derived from a compound represented by the following formula (A) and a structural unit derived from a compound represented by the following formula (B), wherein the hydroxyl value is from 20 to 450 mg-KOH / g: [Chem. 1] HO-R 1 -OH (A) HO-R 2 -OH (B) the glass transition temperature of said polycarbonate diol as measured by a differential operating calorimeter is -30DEG C or less and the average carbon number of a dihydroxy compound obtained by hydrolyzing said polycarbonate diol is from 3 to 5.5.

Description

[0001] This application is a divisional application of the following applications. [0002] Invention Title: Polycarbonate diol and polyurethane obtained using polycarbonate diol [0003] Application date: December 25, 2013 [0004] Application number: 201380068516.3 (PCT / JP2013 / 084753) Technical field [0005] The present invention relates to a polycarbonate diol useful as a raw material of a polycarbonate polyurethane and a polyurethane obtained using the polycarbonate diol. Background technique [0006] Conventionally, as a raw material for the main soft segment part of polyurethane resin produced on an industrial scale, it can be classified into ethers represented by polytetramethylene glycol, polyester polyols represented by adipate esters, and poly Polylactones represented by caprolactone or polycarbonates represented by polycarbonate diols (Non-Patent Document 1). [0007] Among them, ether-based polyurethanes are excellent in hydrolysis resistance, flexibility, and stretchabili...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G64/02C08G64/30C08G18/66C08G18/44C08G18/32C09D175/04C09D175/06C09J175/04C09J175/06D06N3/14
CPCC08G18/3206C08G18/44C08G64/0208C08G64/305C09D175/04C09D175/06C09J175/04C09J175/06D06N3/146C08G2190/00C08G64/02
Inventor 草野一直金森芳和中川阳子矢野香织
Owner MITSUBISHI CHEM CORP
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