Organic silicon oil with side-chain amphiphilic molecular brush structure and preparation method thereof

Abstract

The invention discloses organic silicone oil with a side-chain amphiphilic molecular brush structure and a preparation method thereof. The preparation method specifically comprises the following steps that side-chain hydroxyl silicone oil is dispersed in a xylene solution, a chain extender and a catalyst are added under the ice-water bath condition, the temperature is gradually increased to 40+ / -2 DEG C while stirring is conducted, a reaction is conducted for 2 h, and modified organic silicone oil is synthesized; then the fluoroalcohol is dispersed into tetrahydrofuran, a chain extender and a catalyst are added under an ice-water bath condition, then gradually heated to 40+ / -2 DEG C while stirring, and a mixture is reacted for 2 hours to synthesize modified fluoroalcohol; polyethylene glycol is weighed, polyethylene glycol is subjected to slowly dropwise adding into a three-neck flask filled with modified organic silicon oil, heating is carried out to 50 + / -2 DEG C while stirring, reacting is carried out for 2 hours, modified fluoroalcohol is subjected to dropwise adding, heating is carried out to 60+ / -2 DEG C, reacting is carried out for 2 hours, purifying and filtering are carried out after the reaction is finished, thereby the organic silicon oil with the side-chain amphiphilic molecular brush structure is obtained. Protein adhesion is inhibited through a hydrophilic and hydrophobic micro-phase separation molecular brush structure, and oleophylic fouling organism adhesion is effectively reduced, so that fouling organism adhesion is inhibited.

Description

technical field [0001] The invention relates to the technical field of organosilicone oil, in particular to a side chain amphiphile brush structure organosilicone oil and a preparation method thereof, which are used for antifouling of ships and marine facilities. Background technique [0002] Consumable antifouling coatings mainly use a large amount of antifouling agents as biocides to effectively inhibit the adhesion of fouling organisms on the hull surface, but most of the antifouling agents are heavy metal compounds such as cuprous oxide, which are difficult to decompose in seawater and are easy to Cause bioaccumulation and damage the ecological environment. In order to effectively solve this problem, foreign coating companies represented by IP Company have developed fouling-release antifouling coatings based on the low surface energy and elastic characteristics of silicone materials, but this coating is not suitable for low-speed ships. Silicone materials have poor prot...

AI Technical Summary

Problems solved by technology

At present, the relevant literature on the use of this principle to design silicone resins mainly includes: the Chinese patent with the publication number CN104877421A copolymerizes allyl glycol and acrylate to form polyethylene glycol / acrylate, and then oligomerizes it with polydimethylsilane Compounds and perfluoropolyether oligomers are polycondensed and solidified to form a film, forming a material with anti-protein adhesion, but its structural block contains a large amount of acrylate structure, which is not conducive to the formation of a microphase separation structure; the Chinese patent with the publication number CN105219206A Silicone-modified acrylic resin is synthesized by silyl acrylate and hydroxyl silicone oil. Although the side chain of acrylate silane is hydrolyzed and has a certain degree of hydrophilicity, it is quite different from polyethylene glycol and cannot meet the requirements of anti-protein adhesion, that is, Its design scheme does not have an anti-protein design structure; the Chinese patent with the publication number CN105273600 discloses the use of polytetrahydrofuran ether or polyethylene glycol, polysiloxane glycol, and dihydroxymethyl butyric acid as structural units, and then through butyric acid Diols and isocyanates synthesize silicone-modified polyurethane resins; the Chinese patent with the publication number CN106280969A discloses the use of polyether diols and diisocyanates to synthesize polyether polyurethane prepolymers, while silane coupling agent KH550 and hydroxyl-terminated fluorosilicone oil Synthesis of aminopropyl-terminated fluorosilicone oil; finally, polyether polyurethane prepolymer and aminopropyl-terminated fluorosilicone oil are reacted to synthesize modified polyether fluorosilicone oil. The reaction steps in the above two patents are longer and both are multi-component curing Design; the Chinese patent with the publication number CN107955524A discloses the use of a two-component curing design principle, mainly using hydrogen-terminated silicone oil and polyethylene glycol diallyl ether to synthesize silicone oil with a polyethylene glycol diallyl ether structure. Then react with trimethoxyhydrogensilane to obtain an amphiphilic organosilicon film layer material; Harbin Institute of Technology reported the synthesis of organosilicon-modified low surface energy blocks by reacting polyethylene glycol, hydroxypropyl silicone oil and isocyanate Copolymer, but it is not obvious to improve its performance of inhibiting bacterial adhesion; the General Institute of Mechanical Science reported the use of polytetrahydrofuran ether and isocyanate to pre-synthesize polyurethane prepolymer, and then further chain-extended synthesis by chain extender binary aromatic ammonia Produced a low-surface-energy polyurethane elastic material with high strength, supplemented with antifouling agent, and applied it to coatings. The actual antifouling performance is less than 9 months, and there is still a big gap with the application

However, in fact, the single molecular brush structure or the amphipathic structure has certain limitations in inhibiting fouling organisms.

Images