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Method for producing polycarbonate diol, polycarbonate diol, and polyurethane using the polycarbonate diol

A polycarbonate diol and a manufacturing method technology, applied in the field of polyurethane, can solve the problems of limited use, poor hand feeling, high soft segment cohesion, and achieve the effects of excellent heat resistance balance, good color tone and good reactivity

Active Publication Date: 2018-04-20
MITSUBISHI RAYON CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, currently commercially available polycarbonate diols are mainly polycarbonate diols synthesized from 1,6-hexanediol, which have high crystallinity, so when they are made into polyurethane, there are high coagulation of soft segments, In particular, problems with softness, elongation, bending or elastic recovery at low temperatures limit the use
In addition, artificial leather manufactured using this polyurethane as a raw material has a hard texture, and it is also pointed out that the "touch" is inferior to natural leather.

Method used

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  • Method for producing polycarbonate diol, polycarbonate diol, and polyurethane using the polycarbonate diol
  • Method for producing polycarbonate diol, polycarbonate diol, and polyurethane using the polycarbonate diol
  • Method for producing polycarbonate diol, polycarbonate diol, and polyurethane using the polycarbonate diol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0338]

[0339] 1,4BD, 1,10DD with an aldehyde content of 0.05% by weight, and DPC were charged as raw materials into a 5 L glass detachable flask equipped with a stirrer, a distillate trap, and a pressure regulator. , Magnesium acetate tetrahydrate aqueous solution (concentration: 8.4g / L), and carry out nitrogen replacement. The internal temperature was raised to 160° C. with stirring, and the contents were heated and dissolved. Thereafter, after reducing the pressure to 24 kPa over 2 minutes, polycarbonate diol (PCD) was produced by transesterification 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, and the reaction was continued. Thereafter, the internal temperature was raised to 170° C., and a transesterification reaction was performed for 120 minutes while removing phenol and an unreacted dihydroxy compound to the outside of the system to obtain a polycarbonate ...

Embodiment 2

[0341]

[0342] In Example 1, before adding 1,10DD as a raw material to a 5L glass separable flask, 1,10DD was heated in air at 160°C to oxidize a part of 1,10DD to 1-hydroxy-10- After decanal, it was charged into a detachable flask as a raw material of polycarbonate diol, and polycarbonate diol was synthesized by the same method as in Example 1 except that.

[0343] Table 1 shows the content of aldehydes (including 1-hydroxy-10-decanal) in 1,10DD, and the properties and physical properties of the obtained polycarbonate diol.

Embodiment 3

[0345]

[0346] In Example 1, before adding 1,10DD as a raw material to a 5 L glass separable flask, 1,10DD was heated at 120°C while bubbling air to oxidize a part of 1,10DD to 1-hydroxyl After -10-decanal, it was charged into a detachable flask as a raw material of polycarbonate diol, and polycarbonate diol was synthesized by the same method as in Example 1 except that.

[0347] Table 1 shows the content of aldehydes (including 1-hydroxy-10-decanal) in 1,10DD, and the properties and physical properties of the obtained polycarbonate diol.

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Abstract

The present invention relates to a kind of production method of polycarbonate diol, this production method makes the compound represented by the formula (A) that contains 0.01% by weight~1.0% by weight of the aldehyde form, the compound represented by the formula (B) by transesterification in the presence of catalyst ) and a carbonate compound are polycondensed to obtain a polycarbonate diol with a number average molecular weight of 250-5000. (In the formula (B), R1 represents a substituted or unsubstituted divalent alkylene group with 3 to 20 carbon atoms. Among them, the compound of the formula (A) is not included in the formula (B).) HO‑(CH2) 10‑OH…(A)HO‑R1‑OH…(B)

Description

technical field [0001] The present invention relates to polycarbonate diol useful as a raw material of polycarbonate-based polyurethane, a method for producing the polycarbonate diol, and polyurethane using the polycarbonate diol. Background technique [0002] Conventionally, raw materials for the main soft segment of polyurethane produced on an industrial scale have been classified into the following types: polyether type represented by polytetramethylene glycol; polyester type represented by adipate ester polyol type; polylactone type represented by polycaprolactone; or polycarbonate type represented by polycarbonate diol (Non-Patent Document 1). [0003] In contrast, polycarbonate-type polyurethanes represented by polycarbonate diols are considered to be the best durability grade in terms of heat resistance and hydrolysis resistance, and are widely used as durable films or artificial coatings for automobiles. Leather, (water-based) coatings, adhesives. [0004] However,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G64/02C08G18/44C08G64/30
CPCC08G18/44C08G18/758C08G18/10C08G18/244C08G2170/40D06N3/146C08G64/0208C08G64/305C09D175/06C09J175/06D01F6/70C08G18/3234C08G18/2865C08G64/02C08G64/30C08L75/04C09D175/04C09J175/04D06N3/14
Inventor 草野一直若林一树中川阳子井泽雄辅金森芳和
Owner MITSUBISHI RAYON CO LTD