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Polyester polyol containing sulfonic/carboxyl and preparation method thereof

A polyester polyol and a sulfonic acid group-containing technology, applied in the field of polyester polyols, can solve the problems of poor water resistance of water-based polyurethane, low solid content of water-based polyurethane, unfavorable for market promotion, etc., achieve excellent stability and simplify the preparation process , the effect of good market prospects

Inactive Publication Date: 2015-04-22
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, Chinese invention patent application CN1648151A and U.S. patent US, 4110284 improve the hydrophilicity of polyester alcohol by introducing dimethyl isophthalate-5-sulfonate, but the prepared water-based polyurethane has poor water resistance
U.S. Patent US, 4927961 synthesized polyether polyol with sulfonate, and the water-based polyurethane prepared by prepolymer method has low solid content and high viscosity, which is not conducive to market promotion
For the introduction of carboxyl groups in polyester polyols, there is no report yet

Method used

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  • Polyester polyol containing sulfonic/carboxyl and preparation method thereof
  • Polyester polyol containing sulfonic/carboxyl and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] By weight, weigh 26.80 parts of 1,3-isophthalic acid-5-sodium sulfonate, 22.80 parts of propylene glycol, and 0.025 parts of zinc acetate into a reactor with a distillation device, heat up to 200°C within 30 minutes, and keep warm for 3 hours When no fraction evaporated, stop heating and cool to room temperature. Fully dissolve the product with 49.60 parts of ethanol, add 24.80 parts of anhydrous ether to precipitate a white substance, wash the white substance three times with anhydrous ether, and dry in vacuum to obtain sulfonated dihydric alcohol. In the reactor equipped with condensing reflux and nitrogen protection device, add 3.84 parts of sulfonated glycol, 11.4 parts of propylene glycol, 18.98 parts of adipic acid, 0.014 parts of zinc acetate, and feed nitrogen. After 10 minutes, the temperature will rise to 195 within 60 minutes. ℃, keep the reaction for 2.5h, and cool down to 70℃. Add 1.34 parts of dimethylolpropionic acid, 7.6 parts of propylene glycol, 14.6 ...

Embodiment 2

[0031] By weight, weigh 26.80 parts of 1,3-isophthalic acid-5-sodium sulfonate, 30.40 parts of propylene glycol, and 0.046 parts of zinc acetate into a reactor with a distillation device, heat up to 210°C within 40 minutes, and keep warm for 3.5 h until no fraction evaporates, stop heating and cool to room temperature. Fully dissolve the product with 85.80 parts of ethanol, add 45.76 parts of anhydrous ether to precipitate a white substance, wash the white substance with anhydrous ether three times, and dry in vacuum to obtain sulfonated dihydric alcohol. Add 3.84 parts of sulfonated glycol, 12.4 parts of ethylene glycol, 29.20 parts of adipic acid, and 0.027 parts of zinc acetate into the reactor equipped with condensing reflux and nitrogen protection device, and feed nitrogen into it. After 15 minutes, the temperature will rise within 50 minutes. to 190°C, keep the reaction for 2h, then cool down to 70°C. Add 1.34 parts of dimethylolpropionic acid, 11.40 parts of propylene ...

Embodiment 3

[0033] By weight, weigh 26.80 parts of 1,3-isophthalic acid-5-sodium sulfonate, 18.60 parts of ethylene glycol, and 0.023 parts of antimony trioxide into a reactor with a distillation device, and heat up to 200°C within 40 minutes , keep warm for 3.5h until no fraction evaporates, stop heating, and cool to room temperature. The product was fully dissolved with 54.48 parts of ethanol, and 27.24 parts of anhydrous ether was added to precipitate a white substance, which was washed 4 times with anhydrous ether and dried in vacuum to obtain sulfonated dihydric alcohol. In the reactor equipped with condensing reflux and nitrogen protection device, add 3.84 parts of sulfonated glycol, 9 parts of butanediol, 18 parts of oxalic acid, 0.019 parts of antimony trioxide, and feed nitrogen gas. After 15 minutes, within 50 minutes Raise the temperature to 195°C, hold the reaction for 2 hours, then cool down to 73°C. Add 1.34 parts of dimethylolpropionic acid, 11.4 parts of propylene glycol,...

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Abstract

The invention discloses a polyester polyol containing sulfonic / carboxyl and a preparation method thereof. The method comprises: according to the mol fraction, mixing 1 part of 1,3-m phthalic acid-5-sulfonate, 3-4 parts of saturated dihydric alcohol, and 0.05-0.08% parts by weight of catalyst of the total mass, raising temperature to 200-210 DEG C in 30-40min, keeping the temperature for 3-3.5h until no fraction is boiled up, stopping heating, and cooling to room temperature; precipitating products after dissolving the mixture, washing, and drying, to obtain sulfonated dihydric alcohol; and polymerizing sulfonic dihydric alcohol, carboxyl dihydric alcohol, saturated dihydric alcohol and saturated diacid, to obtain the polyester polyol containing sulfonic / carboxyl. The polyester polyol containing sulfonic / carboxyl can be used as a soft segment to be reacted with polyisocyanate to prepare aqueous polyurethane; without introducing an aqueous chain extender, the polyurethane soft segment can be endowed with excellent hydrophilicity; and emulsion has good stability, thereby simplifying preparation flow of the aqueous polyurethane, and raising production efficiency.

Description

technical field [0001] The invention relates to polyester polyol technology, in particular to a polyester polyol containing sulfonic acid group / carboxyl group and a preparation method thereof. The polyester polyol is used in the preparation of high-performance water-based polyurethane. Background technique [0002] Water-based polyurethane uses water as the main solvent, has the advantages of non-combustibility, low odor, no pollution to the environment, harmless to the human body, convenient operation and processing, etc., and has a good development prospect. Polyurethane is a block copolymer composed of soft segments and hard segments alternately arranged and combined, in which the soft segments are composed of oligomer polyols, and the hard segments are composed of polyisocyanates and chain extenders. Oligomer polyols can be divided into polyester polyols and polyether polyols, etc. Compared with polyether polyurethanes, polyester polyurethanes have better crystallinity a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/688C08G63/672C08G63/20C08G18/46
Inventor 涂伟萍陈军王锋
Owner SOUTH CHINA UNIV OF TECH
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