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Temperature-sensitive starch derivative and preparation method thereof

A technology of starch derivatives and temperature sensitivity, which is applied in the field of temperature-sensitive starch derivatives and its preparation, achieving the effects of excellent performance, good biocompatibility and low toxicity

Inactive Publication Date: 2010-01-06
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But at present, be raw material by introducing hydrophobic group to prepare temperature-sensitive macromolecule bibliographical report less, only see the method (TaniharaM, Yamaoka T, Mikami H, et al. JP2002256075), and for tissue adhesives, wound dressings, hemostatic materials and drug delivery

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] In the first step, 3-ethoxy-2-hydroxypropyl starch is prepared. Add 4.6 grams of starch to a 100 ml three-necked flask, add 16 ml of water to disperse, stir and heat to 80°C. 1 gram of sodium hydroxide is dissolved in 4 grams of water. Drop into a three-necked flask and alkalize for 1 hour. Then, 2.5 g of ethoxy glycidyl ether was added dropwise and reacted for 5 hours. After the reaction is completed, dilute with 200 ml of water, neutralize with hydrochloric acid, wash the product with a 90% (w / w) acetone aqueous solution, wash it to be chlorine-free, dry under infrared light, and weigh. The product was Soxhlet extracted for 24 hours. The degree of substitution is determined to be DS=0.38.

[0061] The second step is to prepare 3-ethoxy-2-hydroxypropyl carboxymethyl starch. Add 8.75 g of chloroacetic acid, 3.7 g of solid sodium hydroxide, 30 ml of isopropanol to a 100 ml three-necked flask and stir for 30 minutes, then add the 3-ethoxy-2-hydroxypropyl starch prepared...

Embodiment 2

[0065] In the first step, 3-butoxy-2 hydroxypropyl starch is prepared. Add 4.6 starches to a 100 ml three-necked flask, add 16 ml of water to disperse, stir and heat to 80°C. 1 gram of sodium hydroxide is dissolved in 4 grams of water. Drop into a three-necked bottle and alkalize for 1 hour. Then, 8 g of butoxyglycidyl glycidyl ether was added dropwise. The reaction time is 5h. After the reaction, dilute with 200 ml of water, neutralize with hydrochloric acid to neutrality, wash the product with 90% (w / w) acetone aqueous solution, wash it to be free of chloride ions, dry under infrared light, and weigh. The product was Soxhlet extracted for 24h. The degree of substitution measured according to the test method in Example 1 is DS=1.1.

[0066] The second step is to prepare 3-butoxy-2-hydroxypropyl carboxymethyl starch. Add 3.4 g of chloroacetic acid, 1.8 g of solid sodium hydroxide and 30 ml of isopropanol to a 100 ml three-necked flask. After stirring for 30 minutes, add the...

Embodiment 3

[0070] In the first step, 3-butoxy-2 hydroxypropyl starch is prepared. Add 4.6 g of starch to a 100 ml three-necked flask, add 16 ml of water to disperse, stir and heat to 80°C. 1 gram of sodium hydroxide is dissolved in 4 grams of water. Drop into a three-necked flask and alkalize for 1 hour. Then, 1 g of butoxy glycidyl ether was added dropwise. The reaction time is 5 hours. After the reaction, dilute with 200 ml of water, neutralize with hydrochloric acid to neutrality, wash the product with 90% (w / w) acetone aqueous solution, wash it to be free of chloride ions, dry under infrared light, and weigh. The product was Soxhlet extracted for 24 hours. The measured degree of substitution is DS=0.15.

[0071] The second step is to prepare 3-butoxy-2-hydroxypropyl carboxymethyl starch. Add 17.5 g of chloroacetic acid, 7.4 g of solid sodium hydroxide, and 30 ml of isopropanol to a 100 ml three-necked flask. After stirring for 30 minutes, add the 3-butoxy-2-hydroxypropyl starch pr...

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Abstract

The invention relates to a temperature-sensitive starch derivative and a preparation method thereof, belonging to the functional high polymer material field. The temperature-sensitive starch derivative is the product prepared by partly replacing the hydrogen of the hydroxyl in starch with hydrophobic and hydrophilic groups. The preparation method comprises the following steps: first introducing first hydrophobic group -CH2CHOHCH2OR1 by alkoxy glycidol ether reaction between starch and C2-10, then introducing hydrophilic group -CH2COOM by reacting with chloroacetic acid, and then using the primary amine or secondary amine containing 1-6 carbon atoms to react with carboxymethyl to introduce second hydrophobic group -CH2CONR2R3. By adjusting the substituted ratio of hydrophobic and hydrophilic groups, the temperature-sensitive starch derivative of which lower critical solution temperature can change from 10 DEG C to 65 DEG C can be prepared. The temperature-sensitive starch derivative combines the advantages of starch and temperature-sensitive high molecular and is characterized in that the cost is cheap, the biocompatibility is good, the toxicity is small, the starch derivative is degradable and has temperature response property and the like. The starch derivative can be widely applied in the fields of drug carriers, sensors, biotechnology, surfactants, intelligent catalysis, separation engineering and the like.

Description

Technical field [0001] The invention relates to a temperature-sensitive starch derivative and a preparation method thereof, belonging to the field of functional polymer materials. This temperature-sensitive starch derivative can be used in drug carriers, sensors, biotechnology, surfactants, smart catalysis, separation engineering and other fields. Background technique [0002] In recent years, the research on temperature-sensitive polymers has developed rapidly. Unlike traditional water-soluble polymers, it has a low critical solution temperature (LCST). When the temperature is lower than LCST, water is a good solvent for polymers, and the molecular chain is The water dissolves in the water phase in the form of extended random coils; on the contrary, when the temperature is higher than the LCST, the interaction between the molecular chain and the water is destroyed, the polymer chain synthesizes and shrinks, and the phase separation phenomenon occurs, and this phenomenon Is reve...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B31/00C08B31/10C08B31/04
Inventor 具本植鄢冬茂张淑芬
Owner DALIAN UNIV OF TECH
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