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Quaternary ammonium salt modified organosilicon polyurethane ocean antifouling paint and preparation method and application thereof

A marine antifouling, quaternary ammonium salt technology, applied in the direction of polyurea/polyurethane coatings, antifouling/underwater coatings, coatings, etc. The effect of adsorption and avoidance

Active Publication Date: 2013-10-16
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the commonly used release-type poisonous substances will generally have a certain impact on the marine environment, while low-surface-energy marine antifouling coatings require the shear force provided by high-speed ships to remove marine organisms, and once marine organisms grow on them , it is also difficult to remove

Method used

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  • Quaternary ammonium salt modified organosilicon polyurethane ocean antifouling paint and preparation method and application thereof
  • Quaternary ammonium salt modified organosilicon polyurethane ocean antifouling paint and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] 1) React 47.9g of chloropropylmethyldichlorosilane and 4.5g of water in the organic solvent ether for 3 hours, wash with water until neutral, dry with anhydrous calcium chloride, remove the organic solvent ether by distillation at atmospheric pressure, and distill under reduced pressure to obtain 2 ,4,6-tris(3-chloropropyl)-2,4,6-trimethyl-cyclotrisiloxane;

[0034] 2) Dissolve 40.50g of allyl glycidyl ether in toluene, add 20 μL of catalyst chloroplatinic acid, raise the temperature to 80°C, slowly add 46.85g of tetramethyldisiloxane dropwise under stirring, and continue the reaction at 120°C for 6 h Afterwards, underpressure distillation obtains 1,3-bis[3-(2,3-epoxypropoxy)propyl]-tetramethyldisiloxane;

[0035] 3) Mix 13g of 1,3-bis[3-(2,3-epoxypropoxy)propyl]-tetramethyldisiloxane and 58g of methanol, and add 20μL of trifluoromethyl under N2 protection Sulfonic acid, after reacting at 70°C under reflux for 6 hours, adjust the pH to 7, continue the reaction for 1 ho...

Embodiment 2

[0040] 1) React 47.9g of chloropropylmethyldichlorosilane and 18g of water in the organic solvent ether for 3 hours, wash with water until neutral, dry with anhydrous calcium chloride, remove the organic solvent ether by distillation at atmospheric pressure, and distill under reduced pressure to obtain 2, 4,6-tris(3-chloropropyl)-2,4,6-trimethyl-cyclotrisiloxane;

[0041] 2) Dissolve 40.50g of allyl glycidyl ether in toluene, add 20 μL of catalyst chloroplatinic acid, raise the temperature to 80°C, slowly add 46.85g of tetramethyldisiloxane dropwise under stirring, and continue the reaction at 120°C for 6 h Afterwards, underpressure distillation obtains 1,3-bis[3-(2,3-epoxypropoxy)propyl]-tetramethyldisiloxane;

[0042] 3) Mix 13g of 1,3-bis[3-(2,3-epoxypropoxy)propyl]-tetramethyldisiloxane and 58g of methanol, and add 20μL of trifluoromethyl under N2 protection Sulfonic acid, after reacting at 70°C under reflux for 6 hours, adjust the pH to 7, continue the reaction for 1 hou...

Embodiment 3

[0047] 1) React 47.9g of chloropropylmethyldichlorosilane and 18g of water in the organic solvent ether for 3 hours, wash with water until neutral, dry with anhydrous calcium chloride, remove the organic solvent ether by distillation at atmospheric pressure, and distill under reduced pressure to obtain 2, 4,6-tris(3-chloropropyl)-2,4,6-trimethyl-cyclotrisiloxane;

[0048] 2) Dissolve 40.50 g of allyl glycidyl ether in toluene, add 20 μL of catalyst chloroplatinic acid, raise the temperature to 80 °C, slowly add 20.30 g of tetramethyldisiloxane dropwise under stirring, and continue the reaction at 120 °C for 6 h Afterwards, underpressure distillation obtains 1,3-bis[3-(2,3-epoxypropoxy)propyl]-tetramethyldisiloxane;

[0049] 3) Mix 13g of 1,3-bis[3-(2,3-epoxypropoxy)propyl]-tetramethyldisiloxane and 58g of methanol, and add 20μL of trifluoromethyl under N2 protection Sulfonic acid, after reacting at 70°C under reflux for 6 hours, adjust the pH to 7, continue the reaction for 1...

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Abstract

The quaternary ammonium salt-modified organosilicon polyurethane type marine antifouling coating disclosed in the present invention has a structure such as formula (1), wherein the organosilicon soft segment containing the quaternary ammonium salt side chain is the isocyanate hard segment. The preparation steps include: preparing 2,4,6-tris(3-chloropropyl)-2,4,6-trimethyl-cyclotrisiloxane; preparing 1,3-bis[3-(2,3- Glycidoxy)propyl]-tetramethyldisiloxane; Preparation of 1,3-bis[3-(1-methoxy-2-hydroxypropoxy)propyl]-tetramethyldisiloxane Oxane; preparation of dihydroxyl-terminated chloropropyl polysiloxane; preparation of polysiloxane compound containing quaternary ammonium salt and hydroxyl group; mixing the compound with isocyanate, and then adding γ-aminopropyltriethoxysilane for Chain extension results in a prepolymer, which is cross-linked and condensed in air. The invention combines the dual effects of low surface energy and poisonous killing, not only can inhibit the adsorption of marine organisms, but also can kill the bacteria formula (1) adsorbed on the surface of the hull through the quaternary ammonium salt.

Description

technical field [0001] The invention relates to a quaternary ammonium salt modified organosilicon polyurethane type marine antifouling paint, in particular to an organosilicon type marine antifouling paint with both low surface energy and bactericidal properties and a preparation method thereof. Background technique [0002] Vessels or underwater equipment in the ocean will be fouled by marine organisms, which will have a negative impact on their performance and service life. The methods to solve marine biological pollution include mechanical cleaning, underwater cleaning, and application of marine antifouling coatings, among which the most effective and convenient method is to apply marine antifouling coatings. [0003] The marine antifouling coatings that have appeared so far can be divided into two categories, traditional marine antifouling coatings and environmentally friendly marine antifouling coatings. Traditional marine antifouling coatings mainly rely on poisonous ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09D175/04C09D5/16C08G18/61C08G77/388
Inventor 詹晓力张文涛张庆华陈丰秋
Owner ZHEJIANG UNIV
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