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Ditetrahydrofurfuryl isophthalate-5-sulfonic acid and salt, preparation method and application thereof, and polylactic resin

A technology of ditetrahydrofurfuryl isophthalate and polylactic acid resin, applied in the field of preparation of polylactic acid resin, ditetrahydrofurfuryl isophthalate-5-sulfonic acid and its salts

Active Publication Date: 2013-07-31
吉林锦玉自动化设备科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these nucleating agents have deficiencies in different aspects, so the development of new and efficient polylactic acid nucleating agents has important application value

Method used

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  • Ditetrahydrofurfuryl isophthalate-5-sulfonic acid and salt, preparation method and application thereof, and polylactic resin
  • Ditetrahydrofurfuryl isophthalate-5-sulfonic acid and salt, preparation method and application thereof, and polylactic resin
  • Ditetrahydrofurfuryl isophthalate-5-sulfonic acid and salt, preparation method and application thereof, and polylactic resin

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[0040] The present invention also discloses a preparation method of the ditetrahydrofurfuryl isophthalate-5-sulfonic acid, comprising the following steps:

[0041] Carrying out sulfonation reaction of isophthalic acid and sulfonating reagent to obtain 5-sulfoisophthalic acid;

[0042] The 5-sulfoisophthalic acid is acylated with an acylating agent, and then alcoholysed with tetrahydrofurfuryl alcohol to obtain ditetrahydrofurfuryl isophthalate-5-sulfonic acid.

[0043] In the process of preparing ditetrahydrofurfuryl isophthalate-5-sulfonic acid, the present invention uses isophthalic acid as a raw material to synthesize ditetrahydrofurfuryl isophthalate-5-sulfonic acid. According to the present invention, firstly, isophthalic acid is subjected to sulfonation reaction with a sulfonating agent to obtain 5-sulfoisophthalic acid. The sulfonating agent is preferably oleum, and the content of sulfur trioxide in the oleum is 20wt%-60wt%. The molar ratio of the sulfur trioxide to i...

Embodiment 1

[0062] Weigh 16.6 g of isophthalic acid, put it into a 250 mL three-necked round bottom flask equipped with a reflux condenser, add 25 mL of 20 wt % oleum, and heat the oil bath to 185 ° C for 6 hours under stirring conditions. After the reaction is over, remove the oil bath and cool to room temperature, dilute the reaction system, and cool sufficiently to precipitate 5-sulfoisophthalic acid. The excessive waste sulfuric acid was filtered off, and the obtained solid 5-sulfoisophthalic acid was added into a 250 mL three-neck round bottom flask. Add 70mL of thionyl chloride into a three-necked round-bottomed flask, heat and reflux at 80°C for 5 hours, after the reaction, transfer the reaction flask to an ice-water bath to cool, slowly add 15mL of tetrahydrofurfuryl alcohol dropwise to carry out the alcoholysis reaction, during the alcoholysis process Control the reaction temperature to 30°C. Ditetrahydrofurfuryl isophthalate-5-sulfonic acid can be obtained after separation and ...

Embodiment 2

[0066] Prepare ditetrahydrofurfuryl isophthalate-5-sulfonic acid according to the operation method described in Example 1. After the esterification reaction ends, add 40wt% potassium carbonate aqueous solution to the reaction system for neutralization, to pH After becoming neutral, filter and separate to obtain ditetrahydrofurfuryl isophthalate-5-potassium sulfonate.

[0067] The ditetrahydrofurfuryl isophthalate-5-potassium sulfonate obtained is carried out by nuclear magnetic resonance and infrared spectrum analysis, and the results are as follows: figure 1 and figure 2 as shown, figure 1 For the infrared spectrogram of ditetrahydrofurfuryl isophthalate-5-potassium sulfonate prepared in Example 2 of the present invention, figure 2 For the ditetrahydrofurfuryl isophthalate-5-potassium sulfonate prepared in Example 2 of the present invention 1 H NMR spectrum. Depend on figure 1 It can be seen that 3068cm -1 The C-H stretching vibration peak of the benzene ring appears ...

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Abstract

The invention provides ditetrahydrofurfuryl isophthalate-5-sulfonic acid, ditetrahydrofurfuryl isophthalate-5-sulfonate, a preparation method and an application thereof, and polylactic resin. According to the invention, isophthalic acid is adopted as a raw material, and a sulfonation reaction is carried out, such that 5-sulfoisophthalic acid is synthesized; an acylation reaction is carried out, and an alcoholysis reaction is carried out with tetrahydrofurfuryl alcohol, such that ditetrahydrofurfuryl isophthalate-5-sulfonic acid is obtained. The obtained ditetrahydrofurfuryl isophthalate-5-sulfonic acid is subjected to a reaction with one of metal, metal oxide, metal hydroxide, and metal salt, such that ditetrahydrofurfuryl isophthalate-5-sulfonate is obtained. The obtained ditetrahydrofurfuryl isophthalate-5-sulfonic acid or salt thereof can be used in a nucleating agent of polylactic resin. Experiment results show that polylactic resin crystallization rate and crystallinity are substantially improved.

Description

technical field [0001] The technical field of compounds of the present invention, in particular, relates to ditetrahydrofurfuryl isophthalate-5-sulfonic acid and its salt, preparation method and application, and polylactic acid resin. Background technique [0002] Polylactic acid (PLA) is a synthetic thermoplastic aliphatic polyester, which has become a research hotspot in recent years. Since the lactic acid monomer of polylactic acid is fermented from starch, polylactic acid is renewable; at the same time, polylactic acid resin has excellent biodegradability and biocompatibility, and finally decomposes into CO in the environment. 2 and H 2 O, so polylactic acid is non-polluting. Not only that, many performance indicators of polylactic acid are similar to those of general-purpose plastics such as polyethylene, polypropylene or polystyrene, and it has broad application prospects. It is the most promising biomedical material and packaging material. [0003] Although polylac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/12C08G63/688
CPCY02P20/582
Inventor 孙志强张涵庞烜庄秀丽陈文啟陈学思
Owner 吉林锦玉自动化设备科技有限公司
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