Method for synthesizing silane coupling agent modified acrylic resin with suspended side chain paeonol structure

A technology of acrylic resin and silane coupling agent, applied in the direction of biocide-containing paints, coatings, antifouling/underwater coatings, etc., can solve the problems of low surface energy, ecological environment damage, practical difficulties, etc. Short, easy reaction process, significant effect of bactericidal activity

Active Publication Date: 2008-07-23
725TH RES INST OF CHINA SHIPBUILDING INDAL CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since fluorine-containing resin is basically the material with the lowest surface energy that can be found at present, it requires extremely clean conditions during preparation, and the requirements for the process are extremely strict, so there are certain difficulties in practical use.
[0007] To sum up, the existing antifouling agents currently used in the prior art, such as organotin and cuprous oxide, etc., have seriously damaged the ecological environment. The pure biological antifouling agents are greatly affected by the environmental conditions during use, and the simple low surface Anti-fouling materials need external force to achieve the final removal of some attached organisms, etc.

Method used

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  • Method for synthesizing silane coupling agent modified acrylic resin with suspended side chain paeonol structure
  • Method for synthesizing silane coupling agent modified acrylic resin with suspended side chain paeonol structure
  • Method for synthesizing silane coupling agent modified acrylic resin with suspended side chain paeonol structure

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Embodiment 1 is the preparation of the acrylamide containing paeonol functional group:

[0019] Add paeonol 16.6g (0.1mol), 12.1g (0.12mol) N-methylolacrylamide, 130ml absolute ethanol successively in a 250cm3 Erlenmeyer flask, after N-methylolacrylamide is completely dissolved, slowly Add 4.0g of anhydrous aluminum trichloride, then stir in 55 ℃ water bath for 3 days; 3:2) stirring to remove the catalyst aluminum trichloride. Filter with suction and dry to obtain a light red crude product. The crude product was dissolved in a mixed solution with a volume ratio of ethyl acetate / ethanol of 3 / 2 at 75°C, the insoluble matter was filtered off, and then recrystallized to obtain 6.2 g of a white solid.

Embodiment 2

[0020] Embodiment 2 is the synthesis of the silane-modified acrylic resin containing paeonol structure:

[0021] In a 500ml three-necked round-bottomed flask equipped with a stirring device, a condenser, and a thermometer, add 7.5g of xylene and 0.4g of azobisisobutyronitrile (AIBN). Containing 0.7g of azobisisobutyronitrile (AIBN), 10.0g of ethyl acrylate, 10.0g of KH-570, 5.0g of modified paeonol, 38.0g of mixed solvent (20.0g of N,N-dimethylformamide The mixed solution of dimethylbenzene 8.0g, n-butanol 5.0g, cyclohexanone 5.0g), dropwise process remains in reflux state. After dripping and keeping warm for 2 hours, the reaction ends, and a light yellow, clear and transparent modified polymer solution is obtained.

Embodiment 3

[0022] Embodiment 3 is the synthesis of the silane-modified acrylic resin containing paeonol structure:

[0023] In a 500ml three-necked round-bottomed flask equipped with a stirring device, a condenser, and a thermometer, add 7.5g of cyclohexanone and 0.4g of azobisisobutyronitrile (AIBN). Containing 0.7g of azobisisobutyronitrile (AIBN), 15.0g of ethyl acrylate, 7.5g of KH-570, 2.5g of modified paeonol, 38.0g of mixed solvent (N,N-dimethylformamide 20.0 g, cyclohexanone 18.0g), the dropwise addition process remains in the reflux state. After dripping and keeping warm for 2 hours, the reaction ends, and a light yellow, clear and transparent modified polymer solution is obtained.

[0024] The antifouling agent is used to carry out plate tests on larvae of mussels and barnacles in a laboratory, and the results show that the compound of the present invention has a significant inhibitory effect on the growth of the above two organisms.

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Abstract

The invention relates to a synthetic method for silane coupling agent modified acrylic resin with side-chain suspended paeonol structure, which comprises following steps: adding paeonol, N-methylol acrylamide and anhydrous alcohol in a conical flask in sequence; adding anhydrous aluminum chloride after the N-methylol acrylamide is completely dissolved; stirring in water bath for reaction; removing part of alcohol through rotary evaporation after reaction; pouring concentrated solution in solution of dilute sulfuric acid and aluminum chloride, and stirring for removing catalyst aluminum chloride, then light red crude product is obtained through pumping filtration and drying; dissolving light red crude product using mixed solution with ethyl acetate and ethanol in volume ratio of 3 to 2, then white solid substance is obtained through recrystallization after the insoluble matters is filtered out. The synthetic method for silane coupling agent modified acrylic resin with side-chain suspended paeonol structure has the advantages of controllable reaction process, short reaction time, high applicability to organotin-free self-polishing antifouling coating, high antifouling activity and fungicidal activity, and ability to prevent the adherence of marine organism on the facilities.

Description

Technical field: [0001] The present invention relates to a kind of synthesis process method of acrylic resin, especially a kind of synthesis method of silane coupling agent modified acrylic resin with paeonol structure hanging from the side chain, which is aimed at preventing and removing the surface of ships and marine structures in the marine environment. The invention relates to a new silane-modified biological anti-fouling material containing natural anti-fouling agent designed to adhere to marine organisms, and belongs to the field of marine anti-fouling technology and its materials. Background technique: [0002] There are a large number of marine organisms in seawater, and these marine organisms will adhere to the surface of ships and structures that have been in the seawater environment for a long time. This adhesion will increase the traveling resistance of the ship, seriously affect the sailing speed of the ship, increase fuel consumption, and at the same time dama...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/28C09D133/14C09D5/16C08F220/58C09D133/24
Inventor 蔺存国王利郑纪勇
Owner 725TH RES INST OF CHINA SHIPBUILDING INDAL CORP
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