Granular polyurethane resin composition and molded article of the same

a technology of granular polyurethane resin and composition, which is applied in the direction of transportation and packaging, vehicle components, coatings, etc., can solve the problems of great dimensional change, and achieve the effects of good production efficiency, excellent fusibility during slush molding, and excellent texture (feel)

Inactive Publication Date: 2010-09-09
MITSUI CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0016]With the granular polyurethane resin composition of the present invention, a molded article having excellent fusibility during slush molding and releasability from the mold after the molding, and having excellent texture (feel), design, and long-term heat resistance can be produced by slush molding with good production efficiency. Therefore, the molded article of the present invention is excellent in texture (feel), design, and long-term heat resistance. Accordingly, the granular polyurethane resin composition and the molded article thereof according to the present invention are useful in various fields involving slush molding, for example, automobile interior trim articles.
[0017]The granular polyurethane resin composition of the present invention contains a thermoplastic polyurethane resin which contains a hard segment formed by a reaction between a polyisocyanate (hereinafter referred to as the above-mentioned polyisocyanate) which contains isocyanate groups of 1,4-bis(isocyanatomethyl)cyclohexane in a proportion of not less than 50% by mole relative to the total mole number of isocyanate groups, and a chain extender.
[0018]The thermoplastic polyurethane resin is not particularly limited as long as it contains the hard segment made of the above-mentioned polyisocyanate and the chain extender, and examples thereof include thermoplastic polyurethane resins synthesized by a reaction of the above-mentioned polyisocyanate, a high-molecular-weight polyol (i.e., macropolyol), and a chain extender.
[0019]In the thermoplastic polyurethane, a soft segment is formed by a reaction between the above-mentioned polyisocyanate and a high-molecular-weight polyol, and a hard segment is formed by a reaction between the above-mentioned polyisocyanate and a chain extender.
[0020]In the present invention, the above-mentioned polyisocyanate contains isocyanate groups of 1,4-bis(isocyanatomethyl)cyclohexane in a proportion of not less than 50% by mole, preferably not less than 70% by mole, more preferably not less than 80% by mole, even more preferably 90% by mole, relative to the total mole number of isocyanate groups. Most preferably, it contains 100% by mole of isocyanate groups thereof
[0021]1,4-bis(isocyanatomethyl)cyclohexane includes stereoisomers of cis-1,4-bis(isocyanatomethyl)cyclohexane (hereinafter referred to as cis-1,4 isomer) and trans-1,4-bis(isocyanatomethyl)cyclohexane (hereinafter referred to as trans-1,4 isomer), and in the present invention, 1,4-bis(isocyanatomethyl)cyclohexane contains trans-1,4 isomers in a proportion of preferably not less than 50% by mole, more preferably 70% by mole, or even more preferably not less than 80% by mole. Most preferably, it contains 90% by mole of trans-1,4 isomers.

Problems solved by technology

However, a plasticizer having a temperature below the freezing point can impair the feel of the molded article, and a skin shrinkage occurs due to time-elapsing escape of the plasticizer, resulting in a greater dimensional change.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example 1 (

Preparation Method of 1,4-bis(isocyanatomethyl)cyclohexane)

[0111]As a raw material, 1,4-bis(aminomethyl)cyclohexane (manufactured by Mitsubishi Gas Chemical Company, Inc.) having a trans / cis ratio of 93 / 7 determined by 13C-NMR was used to perform cold / hot two-stage phosgenation method under normal pressure.

[0112]Specifically, a stirring rod, a thermometer, a phosgene inlet tube, a dropping funnel, and a condenser tube were attached to a flask, and the flask was charged with 400 parts by mass of ortho dichlorobenzene. While the flask was cooled with cold water, the temperature in the flask was lowered to 10° C. or below, and 280 parts by mass of phosgene was introduced thereinto from the phosgene inlet tube. The dropping funnel was charged with a mixed solution of 100 parts by mass of 1,4-bis(aminomethyl)cyclohexane and 500 parts by mass of ortho dichlorobenzene, and the mixed solution was added into the flask over 30 minutes. During this time, the temperature in the flask was mainta...

preparation example 2 (

Preparation Method of Dispersion Stabilizer (I))

[0117]A three-neck flask equipped with a stirrer was charged with 2000 parts by mass of adipate polyester polyol (manufactured by MITSUI CHEMICALS POLYURETHANES, INC., trade name: U-2610) and 98 parts by mass of maleic anhydride. The mixture was then gradually heated under a nitrogen flow and was thereafter stirred at 150° C. for 20 hours. Further, the mixture was gradually heated to 170° C. under a reduced pressure of 2.66 kPa with nitrogen bubbling, and stirred at that temperature for 5 hours, to obtain an unsaturated bond-containing polyol.

[0118]After the temperature was increased to 70° C. under a nitrogen atmosphere, 200 parts by mass of ethyl isocyanate was gradually added dropwise to 1300 parts by mass of the unsaturated bond-containing polyol. The mixture was then allowed to react at a temperature of 75 to 80° C. for 6 hours to synthesize an unsaturated bond-containing compound having a urethane bond at the end of the molecule....

preparation example 3 (

Preparation Method of Vinyl Monomer-Modified Polyol A)

[0121]A reactor equipped with a stirrer, a dropping apparatus, and a condenser was charged with 315.5 parts by mass of adipate polyester polyol (manufactured by MITSUI CHEMICALS POLYURETHANES, INC., trade name: Takelac U-2024) having a number average molecular weight of 2000, which was preliminarily subjected to reduced pressure dehydration treatment, and the mixture was heated to 117° C. with stirring under a nitrogen atmosphere.

[0122]Subsequently, a monomer solution obtained by preliminarily mixing 63.11 parts by mass of n-butyl methacrylate (manufactured by Wako Pure Chemicals Industries, Ltd.) and 21.5 parts by mass of PERHEXA C (S) (manufactured by NOF Corporation, organic peroxide obtained by diluting 1,1-di(t-butylperoxy)cyclohexane with a hydrocarbon-based solvent so as to have a purity of 70%) under a nitrogen atmosphere was added dropwise at a temperature of 117 to 121° C. to the reactor maintaining at the above-mention...

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Abstract

Disclosed is a granular polyurethane resin composition containing a thermoplastic polyurethane resin which contains a hard segment obtained by a reaction between a polyisocyanate and a chain extender. The polyisocyanate contains isocyanate groups of 1,4-bis(isocyanatomethyl)cyclohexane in an amount of not less than 50% by more relative to the total mole number of isocyanate groups.

Description

TECHNICAL FIELD[0001]The present invention relates to a granular polyurethane resin composition and a molded article thereof. More particularly, the present invention relates to a granular polyurethane resin composition suitable for slush molding, and a molded article formed from the granular polyurethane resin composition.BACKGROUND ART[0002]Slush molding can easily form complex-shaped products, provide uniform thickness, and achieve a good material yield, so that slush molding is widely used for forming of automobile interior trim articles or the like.[0003]Soft polyvinyl chloride-based powders have been used for slush molding materials for years. However, a plasticizer having a temperature below the freezing point can impair the feel of the molded article, and a skin shrinkage occurs due to time-elapsing escape of the plasticizer, resulting in a greater dimensional change. For this reason, the use of polyurethane resin-based powders in place of the soft polyvinyl chloride-based p...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08G18/00
CPCB29C41/18B29K2075/00B60R13/02C08G18/10C08G18/71C08G18/722C08G18/753C08G18/758C08G2140/00C08G18/757C08G18/2825C08G18/3206
Inventor NISHIGUCHI, DAISUKEOOTSUKI, KEIYAMASAKI, SATOSHI
Owner MITSUI CHEM INC
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