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Sorbitol derivatives and preparing method and application of DBS polyolefin nucleating agent synthesized with sorbitol derivatives

A technology of sorbitol and derivatives, applied in the field of sorbitol derivatives and preparation thereof, can solve the problems of high odor, low transparency and low nucleation efficiency, etc.

Inactive Publication Date: 2016-07-06
APLENE TECHNOLOGY CO LTD (HANGZHOU)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, polyolefin nucleating agents currently on the market have disadvantages such as strong odor, improved transparency and low nucleation efficiency. Our company has developed a series of new DBS polyolefin nucleating agents, which can be widely used in the transparent modification of polypropylene , effectively improve the transparency of PP products, adapt to various processing techniques, and have no special smell, and can be used in agricultural films, food containers, storage containers, beverage bottles, packaging films, CD boxes, auto parts and other fields

Method used

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  • Sorbitol derivatives and preparing method and application of DBS polyolefin nucleating agent synthesized with sorbitol derivatives
  • Sorbitol derivatives and preparing method and application of DBS polyolefin nucleating agent synthesized with sorbitol derivatives
  • Sorbitol derivatives and preparing method and application of DBS polyolefin nucleating agent synthesized with sorbitol derivatives

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Synthesis of 1-(2-butenyl)sorbitol:

[0057] D-glucose (5.12mmol) was dissolved in 50mL of water, 7.21mmol of indium powder or tin powder or gallium powder was added, 1-bromo-2-butene (3mL, 36.4mmol) was added dropwise, and after the reaction was stirred overnight, the aqueous phase After extracting both sides with ethyl acetate, extract with n-butanol four times, collect the n-butanol extract, and distill under reduced pressure to obtain 1-(2-butenyl)sorbitol with a yield of 70%.

[0058] 1 HNMR (CHCl 3 d 3)δppm: 5.70 (m, 1H, olefin H), 5.03 (m, 1H, olefin terminal H), 4.97 (m, 1H, olefin terminal H), 3.81 (m, 1H), 3.56 (m, 1H) , 3.38(m,1H), 3.37(m,3H), 3.29(m,1H), 1.96(m,2H), 1.48(m,2H).

Embodiment 2

[0060] Synthesis of 1-vinylsorbitol

[0061] D-glucose (10mmol) was dissolved in 100mL of anhydrous THF, and under the protection of nitrogen, the reaction solution was lowered to -78°C, and the ether solution of vinylmagnesium bromide (10mmol, 1M) was added dropwise to the reaction solution, and the temperature of the reaction solution was slowly raised After reaching room temperature and stirring for 2 hours, saturated ammonium chloride (100 mL) was added dropwise to quench the reaction, the aqueous phase was extracted twice with ethyl acetate, and extracted 4 times with n-butanol, and then distilled under reduced pressure to obtain 1-vinyl Sorbitol, yield 50%.

[0062] 1 HNMR (CHCl 3 d 3 )δppm: 5.89 (m, 1H, olefin H), 5.24 (m, 1H, olefin terminal H), 5.23 (m, 1H, olefin terminal H), 3.98 (m, 1H), 3.81 (m, 1H) ,3.56(m,1H),3.41(m,1H),3.38(m,1H),3.37(m,2H).

Embodiment 3

[0064] Synthesis of 1-butyl sorbitol:

[0065] 1-(2-butenyl)sorbitol (2.36g, 10mmol) was dissolved in 50mL of methanol, 0.236g of wet palladium carbon (10%w) was added to the reaction solution, and the reaction solution was replaced with hydrogen, reacted for 2 hours, and filtered Palladium carbon was removed, and methanol was distilled under reduced pressure to obtain 1-butyl sorbitol with a yield of 95%.

[0066] 1 HNMR (CHCl 3 d 3 )δppm: 3.81(m,1H), 3.56(m,1H), 3.38(m,1H), 3.37(m,3H), 3.29(m,1H), 1.44(m,2H), 1.33(m,2H ), 1.29(m,2H), 0.96(m,3H).

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Abstract

The invention relates to sorbitol derivatives and a preparing method and application of a DBS polyolefin nucleating agent synthesized with the sorbitol derivatives.The sorbitol derivatives include 1-(2-butenyl) sorbitol, 1-butyl sorbitol, 1-(2-methyl allyl)sorbitol, 1-isobutyl sorbitol, 1-vinyl sorbitol, 1-ethyl sorbitol and the like.The nucleating agent prepared from the series of novel sorbitol derivatives is odorless, and thus the odor issue of an existing nucleating agent is effectively relieved.The nucleating agent effectively increases the crystallization speed of polyolefin resin and improves the degree of crystallinity of polyolefin resin, the transparence and the surface gloss of polyolefin are improved, and the physical and chemical properties such as the bending modulus, the tensile yield strength, the heat deflection temperature and the impact strength of polyolefin are improved; in addition, the preparing method is simple in step, and industrialized production is easy to achieve.

Description

technical field [0001] The invention relates to a sorbitol derivative and a preparation method thereof, as well as a preparation method and application of a DBS polyolefin nucleating agent synthesized therefrom. Background technique [0002] In recent years, with the rapid growth of polyolefin resin production, its processing and application fields have become more and more extensive. While people's living standards are constantly improving, the requirements for plastic products are becoming increasingly stringent. Nucleating agent is an excellent modification additive for polyolefins. Adding a small amount can greatly reduce the haze of plastic products, improve transparency and heat distortion temperature, and improve the strength of the product, greatly improving its application performance. Increase the added value of its products. Its development and application have aroused widespread concern from all over the world. [0003] Polyolefin nucleating agents can be divi...

Claims

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Application Information

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IPC IPC(8): C07C29/44C07C31/26C07C33/025C07C33/03C07D493/04C08K5/1575C08L23/12
CPCC07C29/44C07C31/26C07C33/025C07C33/03C07D493/04C08K5/1575C08L2201/10C08L2205/24C08L23/12
Inventor 魏东初周辉
Owner APLENE TECHNOLOGY CO LTD (HANGZHOU)