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Polycarbonate diol and polyurethane obtained using polycarbonate diol

A technology of polycarbonate diol and polycarbonate II, which is applied in the field of polyurethane, can solve the problems of hard texture, high soft segment cohesion, poor chemical resistance, etc., and achieve the effect of excellent elastic recovery

Active Publication Date: 2018-05-29
MITSUBISHI RAYON CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] 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 obtained using polycarbonate diol
  • Polycarbonate diol and polyurethane obtained using polycarbonate diol
  • Polycarbonate diol and polyurethane obtained using polycarbonate diol

Examples

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Effect test

Embodiment

[0494] Examples and comparative examples are given below to describe the present invention more specifically, but the present invention is not limited to these examples unless the gist of the present invention is exceeded.

[0495] Hereinafter, the evaluation method of each physical property value is as follows.

[0496] [Evaluation method: polycarbonate diol]

[0497]

[0498] Dissolve polycarbonate diol in CDCl 3 , measured at 400MHz 1 H-NMR (AL-400 manufactured by JEOL Ltd.) identified phenoxy groups, dihydroxy compounds, and phenols from the signal positions of each component, and calculated their respective contents from integral values. The detection limit at this time is 100 ppm as the weight of phenol with respect to the weight of the whole sample, and 0.1% by weight of dihydroxy compounds such as the compound represented by the above formula (A) and the compound represented by the above formula (B). In addition, the ratio of the phenoxy group was obtained from th...

Embodiment 1-1

[0561]

[0562] In a 5 L glass separable flask equipped with a stirrer, a distillate collector, and a pressure regulator, 1,4-butanediol (1,4BD) was added as a raw material: 768.5 g, 1,10- Decanediol (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 nitrogen replacement was performed. While stirring, the internal temperature was raised to 160°C, and the contents were dissolved by heating. Then, after reducing the pressure to 24 kPa over 2 minutes, it was allowed to react for 90 minutes while removing phenol from the system. Next, the pressure was lowered to 9.3 kPa over 90 minutes, further lowered to 0.7 kPa over 30 minutes to continue the reaction, and then the temperature was raised to 170°C to remove phenol and unreacted dihydroxy compounds from the system, and the reaction was carried out for 60 minutes. A composition containing polycarbonate diol ...

Embodiment 1-2~ Embodiment 1-13

[0572]

[0573] In the manufacture of the polycarbonate diol of Example 1-1, except that the type and feed amount of the PCD polymerization raw material were changed to the type and feed amount of the raw material recorded in Table 1, all were carried out under the same conditions and methods reaction to obtain a polycarbonate-containing composition.

[0574] 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 properties and evaluation results of physical properties of the polycarbonate diol obtained by thin film distillation.

[0575]

[0576] In the manufacture 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 PCD and the feed amount recorded in Table 3, all were carried out in the same manner. The conditions and methods are used to react to obtain a polyurethane solution. The...

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Abstract

The present invention relates to a polycarbonate diol, which is a polycarbonate 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) The diol is a polycarbonate diol having a hydroxyl value of 20 to 450 mg-KOH / g, and a hydroxyl value of 20 to 45 mg-KOH / g and a glass transition temperature of -30°C or less as measured by a differential scanning calorimeter The polycarbonate diol, and the average number of carbon atoms of the dihydroxy compound obtained by hydrolyzing the polycarbonate diol is 3-5.5. [Chem. 1] HO-Rl-OH...(A) HO-R2-OH...(B).

Description

technical field [0001] The present invention relates to polycarbonate diol useful as a raw material of polycarbonate-based polyurethane and polyurethane obtained by using the polycarbonate diol. Background technique [0002] Conventionally, raw materials for the main soft segment portion of polyurethane resins produced on an industrial scale can be classified into ethers represented by polytetramethylene glycol, polyester polyols represented by adipate-based esters, poly Polylactones represented by caprolactone or polycarbonates represented by polycarbonate diols (Non-Patent Document 1). [0003] Among these, polyurethanes using ethers are excellent in hydrolysis resistance, flexibility, and stretchability, but poor in heat resistance and weather resistance. On the other hand, polyurethanes using polyester polyols have improved heat resistance and weather resistance, but their ester groups have low hydrolysis resistance and cannot be used in certain applications. [0004] ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G64/02C08G18/44C09D175/04C09J175/04D06M15/564D06N3/14
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 RAYON CO LTD
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