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Light-sensitive amphiphilic compound and preparation method and application thereof

An amphiphilic compound and light-sensitive technology, applied in the field of materials, can solve problems such as poor biocompatibility, easy to be rejected by the human body, and the impact of patient rehabilitation, and achieve good biocompatibility, good product assembly effect, and simple reaction Effect

Active Publication Date: 2019-01-18
WENZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current amphiphilic micelles have poor biocompatibility and are easily rejected by the human body, thus affecting the recovery of patients.

Method used

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  • Light-sensitive amphiphilic compound and preparation method and application thereof
  • Light-sensitive amphiphilic compound and preparation method and application thereof
  • Light-sensitive amphiphilic compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1: a kind of preparation method of photosensitive amphiphilic compound, comprises the following steps:

[0039] Step 1: Add 0.8g of N, N-dimethylhexadecylamine and 8g of acetone into reaction vessel A, stir for 10min at a temperature of 20°C and a rotation speed of 400rad / min, and mix well to prepare a mixed solution a ;

[0040] Step 2: Add 0.96g of o-nitrobenzyl bromide and 8g of acetone into the reaction vessel B, stir for 25min at a temperature of 30°C and a rotation speed of 200rad / min, and mix well to obtain a mixed solution b; Step 3: Add the mixed solution b into the reaction vessel A, stir and mix with the mixed solution a at a speed of 1500 rad / min, and react at a temperature of 60°C for 12 hours;

[0041] Step 4: The reaction solution after the reaction is placed in 35 ℃, 0.09Mpa and dried under the condition of 0.09Mpa, obtains crude product after drying; 1:1) to obtain the photosensitive amphiphilic compound.

Embodiment 2

[0042] Embodiment 2: a kind of preparation method of photosensitive amphiphilic compound, comprises the following steps:

[0043] Step 1: Add 1 g of N, N-dimethylhexadecanylamine and 10 g of acetone into the reaction vessel A, stir for 15 min at a temperature of 30 °C and a rotation speed of 200 rad / min, and mix well to prepare a mixed solution a;

[0044] Step 2: Add 1.2 g of o-nitrobenzyl bromide and 10 g of acetone into reaction vessel B, stir for 20 min at a temperature of 40° C. and a rotation speed of 400 rad / min, and mix well to obtain a mixed solution b;

[0045] Step 3: Add the mixed solution b into the reaction vessel A, stir and mix with the mixed solution a at a speed of 1800 rad / min, and react for 20 hours at a temperature of 50°C;

[0046] Step 4: The reaction solution after the reaction is placed in 35 ℃, 0.09Mpa and dried under the condition of 0.09Mpa, obtains crude product after drying; 1:1) to obtain the photosensitive amphiphilic compound.

Embodiment 3

[0047] Embodiment 3: a kind of preparation method of photosensitive amphiphilic compound, comprises the following steps:

[0048] Step 1: Add 0.9g of N, N-dimethylhexadecylamine and 9g of acetone into reaction vessel A, stir for 13min at a temperature of 25°C and a rotation speed of 500rad / min, and mix well to prepare a mixed solution a ;

[0049] Step 2: Add 1.08 g of o-nitrobenzyl bromide and 9 g of acetone into reaction vessel B, stir for 25 min at a temperature of 35° C. and a rotation speed of 300 rad / min, and mix well to obtain a mixed solution b;

[0050] Step 3: Add the mixed solution b into the reaction vessel A, stir and mix with the mixed solution a at a speed of 1600 rad / min, and react at a temperature of 55° C. for 16 hours;

[0051] Step 4: The reaction solution after the reaction is placed in 35 ℃, 0.09Mpa and dried under the condition of 0.09Mpa, obtains crude product after drying; 1:1) to separate the photosensitive amphiphilic compound;

[0052] The pure p...

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Abstract

The invention discloses a light-sensitive amphiphilic compound and a preparation method and application thereof. N,N-dimethyl hexadecylamine and o-nitrobenzyl bromide are taken as reactants, and acetone is taken as a reaction solvent; during reaction, N,N-dimethyl hexadecylamine and o-nitrobenzyl bromide are mixed with acetone respectively to form corresponding mixed solutions; and the acetone solution containing o-nitrobenzyl bromide is poured into N,N-hexadecylamine; the reaction is carried out at a temperature of 50 to 60 DEG C for 12-20 h; a product obtained by the reaction is first dried,and then subjected to silica gel column chromatography to obtain a pure product; one end of the prepared compound is oleophylic, the other end is hydrophilic, and amphipathy is achieved; then, , theproduct can self-assemble in water to form nanomicelles by using the amphiphilicity of the product, and the nanomicelle can be degraded under illumination; the obtained nanomicelle also has good biocompatibility, cannot harm human body, and can be used as a carrier for anticancer drugs.

Description

technical field [0001] The invention relates to the field of materials, and more specifically relates to a light-sensitive amphiphilic compound and its preparation method and application. Background technique [0002] Cancer is one of the major public health problems in the world. According to statistics, in 2015, the number of deaths due to cancer in China alone reached more than 2.8 million (about 7,500 people per day on average), but current clinical anticancer drugs are toxic in practical applications Too strong, poor water solubility and other restrictive factors, which have a greater impact on the rehabilitation of cancer patients. [0003] In recent years, research on micellar drug carriers has risen rapidly, because of its controllable structure, high drug loading and loading rate, which can enhance drug efficacy, reduce toxicity, and increase blood drug concentration. In particular, self-assembled nano-amphiphilic polymer micellar drug carriers have attracted the a...

Claims

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Application Information

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IPC IPC(8): C07C209/12C07C211/63A61K9/107A61K47/18
CPCA61K47/186A61K9/1075C07C209/12C07C211/63
Inventor 李钟玉卢成洁王禄胜马春艳齐培梅
Owner WENZHOU UNIVERSITY
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