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[(12-acryloyl-oxygen)-dehydroabietic acid-capsaicinyl]-acrylic acid copolymer and its preparation and application

A technology of dehydroabietic acid and capsaicin ester is applied in the preparation of carboxylic acid amides, the preparation of organic compounds, coatings and other directions, which can solve problems such as the destruction of marine ecological environment, achieve good antifouling effect, broad application prospects and economical Value, long-term effect

Active Publication Date: 2017-11-17
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But in the late 1970s, people gradually discovered and confirmed that the use of TBT toxin in antifouling paint would cause serious damage to the marine ecological environment

Method used

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  • [(12-acryloyl-oxygen)-dehydroabietic acid-capsaicinyl]-acrylic acid copolymer and its preparation and application
  • [(12-acryloyl-oxygen)-dehydroabietic acid-capsaicinyl]-acrylic acid copolymer and its preparation and application
  • [(12-acryloyl-oxygen)-dehydroabietic acid-capsaicinyl]-acrylic acid copolymer and its preparation and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] The preparation of embodiment 1 (12-acryloyl-oxygen)-dehydroabietic acid

[0035] Dissolve 450.66g (1.5mol) of 12-hydroxydehydroabietic acid in 500ml of anhydrous ether as a reaction solution, then add 8.4g (0.1mol) of weakly basic catalyst sodium bicarbonate and stir, and then add 162.48 ml (2 mol) of acrylic acid chloride, reflux and stir for 7 hours, distill off ether, catalyst and acrylic acid chloride under vacuum to obtain 405.59 g (1.35 mol) of (12-acryloyl-oxy)-dehydroabietic acid.

Embodiment 2

[0036] The preparation of embodiment 2 (12-acryloyl-oxygen)-dehydroabietic acid chloride

[0037] Dissolve 532.41g (1.5mol) of (12-acryloyl-oxy)-dehydroabietic acid in 500ml of chloroform as a reaction solution, add 326.4ml (4.5mol) of thionyl chloride dropwise with a constant pressure dropping funnel, and heat up to reflux After reacting for 24 hours, chloroform and excess thionyl chloride were distilled off under vacuum to obtain 424.76 g (1.45 mol) of acryloyl-(12-hydroxy) dehydroabietic acid chloride.

Embodiment 3

[0038] Example 3 (12-acryloyl-oxygen)-dehydroabietic acid-capsaicinate

[0039] Dissolve 457.5g (1.5mol) of capsaicin in 500ml of anhydrous ether as a reaction solution, then add weakly basic catalyst sodium bicarbonate and stir, and then add 292.94g (1mol) (12-acryloyl-oxygen )-dehydroabietic acid chloride, reflux stirring, distilling off ether, catalyst and acryloyl-(12-hydroxyl) dehydroabietic acid under vacuum to obtain 562.34g (1mol) (12-acryloyl-oxygen)-dehydroabietic acid Abietic acid-capsaicinyl ester.

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Abstract

The invention provides a capsaicin [(12-acryloyl-oxy)-dehydroabietate]-acrylic acid copolymer of which the molecular structural formula is disclosed as Formula (I). Natural organic compounds (capsaicin and dehydroabietic acid) with the functions of fungus proofing, sterilization and marine organism avoidance and antifouling paint base materials are directly subjected to chemical synthesis to obtain the capsaicin [(12-acryloyl-oxy)-dehydroabietate]-acrylic acid copolymer. The capsaicin [(12-acryloyl-oxy)-dehydroabietate]-acrylic acid copolymer is free of cuprous oxide and other international forbidden toxic materials. The novel marine antifouling paint, which satisfies the national environmental requirements, can effectively prevent the marine organisms from damaging the ship bottom within two years, can protect the ship from the influence of the cruise speed, saves the fuel, has the characteristics of long acting time, no toxicity and environment friendliness, and obtains better antifouling effects by utilizing the synergistic actions of the dehydroabietic acid and capsaicin. In the Formula (I), m is a natural number ranging from 1000 to 5000.

Description

technical field [0001] The invention belongs to the technical field of prevention and control of marine biological fouling, in particular to [(12-acryloyl-oxygen)-dehydroabietic acid-capsaicin ester]-acrylic acid copolymer and its preparation method, and its application in marine biological antifouling application. Background technique [0002] In the marine environment, the ship will be corroded by seawater and also be subject to biological pollution caused by marine microorganisms. According to statistics, there are more than 2,000 kinds of attached organisms in seas all over the world. The larvae and spores of these microorganisms float and swim in the ocean. After being biological, it will increase the surface friction resistance, reduce the speed of the ship, increase fuel consumption, and increase the number of docking maintenance. It is estimated that without anti-pollution measures, after 6 months of sailing or mooring, 150kg / m of marine pollutants will be attached...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F220/06C08F222/22C07C231/12C07C237/22C09D5/16
CPCC07C231/12C08F220/06C09D5/1637C07C237/22C08F222/225
Inventor 闫晓玉童耀阳孙茹茹黄洁周良普金志敏
Owner ZHEJIANG UNIV OF TECH
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