Hydroxyl ester group-containing polydisulfide high polymer material and preparation method thereof
The synthesis of polylipoic acid or lipoic acid-styrene copolymers through cationic polymerization has solved the problem of unclear molecular weight and molecular chain structure of polydisulfide materials in the prior art, and achieved controllable molecular weight and improved performance.
Patent Information
- Application Number
- CN202411913744.2
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-12-24
- Publication Date
- 2025-03-28
AI Technical Summary
The molecular weight and molecular chain structure of polydisulfide materials synthesized in the prior art are unclear, and the molecular weight is uncontrollable.
Polylipoic acid or lipoic acid-styrene copolymer is used as the synthetic substrate, and the lipoic acid monomer is initiated through cationic polymerization reaction to perform ring-opening polymerization, followed by addition of reaction stopper to control the reaction conditions to obtain a polydisulfide polymer material with a clear molecular weight and molecular chain structure.
The molecular weight controllability and molecular chain structure of polydisulfide polymer materials are achieved, and the mechanical properties and biodegradability of the material are improved.
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Figure CN119708491A_ABST
Abstract
Description
Technical Field
[0001] The invention relates to the technical field of polymer material synthesis, in particular to a polydisulfide polymer material containing a hydroxy ester group and a preparation method thereof. Background Art
[0002] Thioctic acid (TA) is a naturally occurring cyclic sulfide with antioxidant function in animals, and its molecular structure contains cyclic disulfide bonds and carboxyl groups. Lipoic acid can be synthesized through ring-opening polymerization to form poly(thioctic acid) (PTA) with dynamic disulfide bonds in the main chain and carboxyl groups in the side groups. This linear polydisulfide can be depolymerized in a dilute solution of sodium hydroxide and can be reconverted into lipoic acid monomers, which can achieve chemical closed-loop recycling and thus have regeneration. The degradation products of polylipoic acid reduced by disulfide bonds are small molecules with biocompatibility, thus having biodegradability. The carboxyl side groups in polylipoic acid can form coordination bonds, hydrogen bonds, etc., and can also be used as cross-linking points to prepare cross-linked polymers. The unique chemical structure of polylipoic acid gives it many excellent properties, such as cell permeability, processability, ductility, adhesion, etc., and it has broad application prospects in the fields of biomedical materials, smart materials, self-healing materials, recyclable materials, adhesives, electronic devices, etc.
[0003] Polymers composed of natural lipoic acid offer a solution for the development of sustainable materials. However, their inherent weak networks make them difficult to use in engineering materials with high durability and mechanical strength. In the prior art, autocatalytic dual dynamic covalent adaptive networks (CANs) were designed by curing 4,5-epoxycyclohexane-1,2-dicarboxylic acid diglycidyl ester (DGEDC) with lipoic acid and bis(p-aminocyclohexyl)methane (PACM). The resulting DGEDC / TA / PACM thermosets showed good mechanical and thermal properties (T g 145℃, T d,5%289 ° C, tensile strength of 70MPa, Young's modulus of 2.25GPa), which is higher than previous polylipoic acid-based materials. Due to the topological network rearrangement caused by the exchange of disulfide bonds and tertiary amine-catalyzed ester exchange reactions, they can be easily transformed and repaired. In addition, they can be gently degraded and upgraded to polyurethane foams by in-situ foaming [Yaning Ma, Zihan Zhao, Zhiran Zheng, er al. High-performance poly (thioctic acid)-based thermosets featuring upcycling ability for in situfoaming enabled by dual-dynamic networks [J]. Matter 7, 1-13].
[0004] However, there are problems: the polydisulfide containing hydroxy ester groups synthesized by the prior art is not a polymer with a clear molecular weight and molecular chain structure, and the molecular weight of the polydisulfide molecular chain segment in such supramolecular materials is uncontrollable. Summary of the invention
[0005] The present invention solves the technical problems that the polydisulfide containing hydroxy ester groups synthesized in the prior art is a polymer with unclear molecular weight and molecular chain structure, and the molecular weight of the polydisulfide molecular chain segment in such supramolecular materials is uncontrollable, and achieves the technical effect of synthesizing a polydisulfide with a clear molecular weight and molecular chain structure and controllable molecular weight.
[0006] In order to solve the above problems, the present invention provides a method for preparing a polydisulfide polymer material containing a hydroxy ester group, wherein the synthetic substrate of the polymer material is polylipoic acid or lipoic acid-styrene copolymer; the method for preparing polylipoic acid comprises the following steps: adding lipoic acid monomer to a first organic solvent according to a set molar ratio to obtain a lipoic acid reaction component, dissolving the lipoic acid monomer in the first organic solvent to obtain a lipoic acid monomer solution; adding an initiator to the lipoic acid reaction component according to a set molar ratio, the initiator initiating the lipoic acid monomer to undergo a cationic ring-opening polymerization reaction; adding a reaction terminator to the lipoic acid reaction component after the initiator is added to obtain polylipoic acid; the method for preparing lipoic acid-styrene copolymer comprises the following steps: adding sulphur to a second organic solvent according to a set molar ratio to obtain a lipoic acid reaction component; Octanoic acid monomer and styrene monomer are prepared to obtain thioctic acid-styrene reaction component, thioctic acid monomer and styrene monomer are dissolved in a second organic solvent to obtain thioctic acid-styrene monomer solution; an initiator is added to the thioctic acid-styrene reaction component according to a set molar ratio, and the initiator initiates a cationic copolymerization reaction between the thioctic acid monomer and the styrene monomer; a reaction terminator is added to the thioctic acid-styrene reaction component after the initiator is added to obtain a thioctic acid-styrene copolymer; the preparation method of the polymer material comprises the following steps: mixing polythioic acid or thioctic acid-styrene copolymer with epoxide according to a ratio of carboxyl group:epoxy group=200:(1-200), adding a catalyst, and performing a ring-opening reaction at 40-160°C for 0.5-4h to obtain a polymer material.
[0007] In one embodiment of the present invention, the preparation method of the polymer material comprises the following steps: removing the solvent from the solution containing thioctic acid polymer to obtain thioctic acid polymer elastomer; mixing the thioctic acid polymer elastomer with an epoxy compound, and reacting them in an extruder, a mixer, an injection molding machine or other equipment to obtain the polymer material; wherein the ratio of the thioctic acid polymer elastomer to the epoxy compound is carboxyl group:epoxy group=200:(1-200); the thioctic acid polymer is polythioic acid or thioctic acid-styrene copolymer.
[0008] In one embodiment of the present invention, the preparation method of the polymer material comprises the following steps: removing the solvent from the solution containing thioctic acid polymer to obtain thioctic acid polymer elastomer; adding thioctic acid polymer elastomer and epoxy compound into the solvent for reaction to obtain the polymer material; wherein the ratio of thioctic acid polymer elastomer to epoxy compound is carboxyl group:epoxy group=200:(1-200).
[0009] In one embodiment of the present invention, the solvent is at least one of acetone, butanone, toluene, tetrahydrofuran, dimethyl sulfoxide, butyl sulfone, N-methylpyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide, and anisole.
[0010] In one embodiment of the present invention, the catalyst includes dibutyltin dilaurate, dioctyltin dilaurate, stannous octoate, dibutyltin di(dodecylsulfide), dibutyltin diacetate, dibutyltin dimaleate, butyltin dithiol, dioctyltin mercaptan, tin acetylacetonate, organic bismuth, chromium trichloride, chromium 3,5-diisopropylsalicylate, chromium 5-tert-butylfurancarboxylate, chromium 5-isopropylfurancarboxylate, chromium 2-ethylhexanoate, fatty acid chromium, chromium acetylacetonate, molybdenum acetylacetonate, aluminum acetylacetonate, cobalt (II) acetylacetonate, cobalt (III) acetylacetonate, manganese acetylacetonate, zirconium acetylacetonate, vanadium acetylacetonate, acetylacetone Vanadyl, ruthenium acetylacetonate, iron acetylacetonate, cobalt acetylacetonate, nickel acetylacetonate, titanium oxide acetylacetonate, palladium acetylacetonate, gallium acetylacetonate, rhodium dicarbonyl acetylacetonate, neodymium (III) acetylacetonate, trifluoromethanesulfonates of the lanthanides (yttrium, scandium, dysprosium, samarium, gadolinium and neodymium), manganese perchlorate, magnesium perchlorate, calcium perchlorate, cesium perchlorate, barium perchlorate, iron perchlorate, zinc dichloride, cadmium dichloride, mercury dichloride, aluminum trichloride, aluminum tribromide, gallium trichloride, iron trichloride, tin tetrachloride, titanium tetrachloride, zirconium tetrachloride, vanadium tetrachloride, antimony pentafluoride, antimony pentachloride, tungsten pentachloride, boron trichloride, boron trifluoride, boron tribromide, AlR m X 3-m (R is an alkyl group such as methyl or ethyl, and X is a halogen), triazine trimerization catalyst, bis(dimethylaminomethyl)benzene, N,N-dimethylbenzylamine, N,N-diethylbenzylamine, triethylamine, triethanolamine, N,N-dimethylethanolamine (DMEA), tetrabutylammonium bromide, triethylbenzylammonium chloride, pyridine, N,N'-lutidine, sodium hydroxide, potassium hydroxide, sodium bicarbonate, sodium carbonate, triphenylphosphine, triphenylphosphine sulfide, dibromotriphenylphosphine At least one of phosphine, dichlorotriphenylphosphine, triphenylphosphine borane, triphenylphosphine hydrobromide, triphenylphosphine diiodide, N-tert-butyloxycarbonyl-amidine triphenylphosphine, triphenylphosphine rhodium chloride, triphenylphosphine palladium acetate, bis(triphenylphosphine)ammonium chloride, tetrakis(triphenylphosphine)palladium, bis(triphenylphosphine)dicarbonylnickel, tris(triphenylphosphine)cobalt chloride, bis(triphenylphosphine)cobalt chloride, bis(triphenylphosphine)palladium dichloride (II), and dichlorotetrakis(triphenylphosphine)ruthenium.
[0011] In one example of the present invention, the epoxy compound is at least one of a (cyclo)alkyl epoxy compound, an alkyl epoxy compound containing a heteroatom, an aromatic epoxy compound, an aromatic epoxy compound containing a heteroatom, an epoxy compound containing an ether bond, an epoxy compound containing a hydroxyl group and a phenolic hydroxyl group, an epoxy compound containing an amino group, an epoxy compound containing an ester group, an epoxy compound containing a carboxyl group and a carboxylate group, an epoxy compound containing a carbon-carbon double bond, an epoxy compound containing a carbon-carbon triple bond, an epoxy compound containing an amide bond and an imide bond, an epoxy compound containing a carbonyl group, an epoxy compound containing an aldehyde group, an epoxy compound containing a cyano group, and an epoxy group-containing polymer.
[0012] In one embodiment of the present invention, the (cyclo)alkyl epoxy compound is ethylene oxide, propylene oxide, tetrahydrofuran, hexyl oxide, methyl propylene oxide (isobutylene oxide), 3,4-epoxytetrahydrofuran, 1,2-epoxycyclododecane, exo-2,3-epoxynorbornane, 2,3-epoxypropylnorbornane, nonadecane oxide, cyclohexene oxide, 1,2-epoxycyclopentane, 1,2-epoxycyclooctane, 1,2-epoxybutylene oxide, 1,2-epoxyhexane, 1,2-epoxyheptane, 1,2-epoxydecane, 1,2-epoxyoctane, 1,2-epoxydodecane, 1,2-epoxytetradecane, 1,2-epoxyhexadecane, 1,2-epoxyoctadecane, 1,2-epoxyeicosane, 1,4-epoxycyclohexane, 2-tridecylepoxy At least one of ethane, 1,2-epoxy-3-methylbutane, 2,3-epoxybutane, 2-butyl-2-ethylepoxyethane, 4-methyl-1,2-epoxycyclohexane, propylepoxyethane, 1-methyl-1,2-epoxycyclohexane, α-epoxypinene, spiro[epoxyethane-2,2-tricyclo[3.3.1.1~3,7~]decane], meso-1,2:3,4-diepoxybutane, diepoxybutadiene, 1,5-hexadiene diepoxide, dicyclopentadiene epoxide, and 1,2,7,8-diepoxyoctane; the alkyl epoxy compound containing heteroatoms is epifluoropropane, epichlorohydrin, epibromopropane, methylthioepoxypropane, 2-(chloromethyl)-1,2-epoxypropane, 2-(chloromethyl)- -1,2-butylene oxide, 2-(bromomethyl)butylene oxide, 3-bromobutylene oxide, 2,3-epoxypropyltrimethylammonium chloride, epoxy-terminated silicone oil, end-epoxy heptachlor, 1,2-epoxy-3,3,3-trifluoropropane, 2,2-bis(trifluoromethyl)ethylene oxide, 3-(perfluoro-n-octyl)-1,2-epoxypropane, 2-(2,2,3,3,4,4,4-heptafluorobutyl)ethylene oxide, 2,2,3,3,4,4,5,5,5-nonafluoropentylethylene oxide, 3-[(2-perfluorohexyl)ethoxy]-1,2-epoxypropane, 1H,2H,3H,3H-perfluoro-1,2-epoxytridecane, 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptylcyclopentane ethylene oxide, 2-(2-bromoethyl)ethylene oxide, 5-fluoro-2-(oxiran-2-yl)pyridine, 1-tert-butoxy-3,4-epoxypiperidine, 1-tert-butoxy-4-(oxiran-2-ylmethyl)-4-hydroxypiperidine, N-tert-butoxy-2,3-aminoepoxypropane, 4-epoxypropaneoxycarbazole, 9-(oxiran-2-ylmethyl)-9H-carbazole, 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline, 4-(oxiran-2-ylmethyl)morpholine, 3,4-epoxytetrahydrothiophene-1,1-dioxide, 2-((thiophen-2-ylmethoxy)methyl)ethylene oxide, 3,6-dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole, 1-(2,3-Epoxypropyl)-2-methyl-5-nitroimidazole, 5,6-epoxyhexyltriethoxysilane, (3-epoxypropyloxypropyl)dimethylethoxysilane, [8-(epoxypropyloxy)-n-octyl]trimethoxysilane, 2-(3,4-epoxycyclohexyl)ethyltriethoxysilane, 2-(3,4-epoxycyclohexyl)ethylmethyldiethoxysilane, 3-[(2,3)-epoxypropyloxy]propylmethyldimethoxysilane, 3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropyltriethoxysilane, diethoxy(3-glycidyloxypropyl)methylsilane, 1,1,1,3,5,5,5-heptamethyl-3-(3-glycidyloxypropyl)trisiloxane, 4- Glycidyloxy-2,2,6,6-tetramethylpiperidinyl 1-oxyl free radical, spiro[1-azabicyclo[2.2.2]octane-3,2'-oxiran] hydrochloride, trimethoxy[3-(oxiranylmethoxy)propyl]-silane hydrolyzate, (R)-2-chloro-1-((2-methyloxiran-2-yl)methyl)-4-nitro-1H-imidazole, (2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-pentanone trifluoroacetate, (R)-2-amino-4-methyl-1-((S)-2-methyloxiran-2-yl)pentan-1-one 2,2,2-trifluoroacetate, fosfomycin sodium, 2,2'-(2,2,3,3,4,4,5,5 The aromatic epoxy compound is at least one of styrene oxide (styrene oxide), 2-phenylpropylene oxide, (2,3-epoxypropyl) benzene, stilbene oxide, 1,1-diphenylethylene oxide, 6,6A-dihydro-1AH-indeno[1,2-B]epoxy, 1,4-dione, 1,3-bis(3-glycidyloxypropyl)-1,1,3,3-tetramethyldisiloxane, tetraepoxycyclosiloxane, tetraepoxycyclohexylethyl-2,4,6,8-tetramethylcyclotetrasiloxane, and 1,3-bis(N,N-diglycidylaminomethyl)cyclohexane; the aromatic epoxy compound is at least one of styrene oxide (styrene oxide), 2-phenylpropylene oxide, (2,3-epoxypropyl) benzene, stilbene oxide, 1,1-diphenylethylene oxide, 6,6A-dihydro-1AH-indeno[1,2-B]epoxy, and 1,4 at least one of -epoxy-1,4-dihydronaphthalene, 2-(naphthalene-2-yl)oxirane, 2-(naphthalene-2-ylmethyl)oxirane, 6'-methoxy-1a',7b'-dihydrospiro[cyclohexane-1,2'-oxirane[c]chromene, phenoxymethyloxirane, 1,2:5,6-diepoxyhexahydroindane, 9,9-bis[(2,3-epoxypropyloxy)phenyl]fluorene, 9,9-bis(4-epoxypropyloxy-3-methylphenyl)fluorene, 9,9-bis[4-(2,3-epoxypropyloxyethoxy)phenyl]fluorene, 2,2'-[cyclohexylidenebis(4,1-phenyleneoxymethylene)]bis[oxirane]; the aromatic epoxy compound containing heteroatoms is 2-(4-nitrophenyl)oxirane, 2,7-Dichlorofluorene-4-oxirane, 2-(3,4-difluorophenyl)oxirane, 2-(3,4-dichlorophenyl)oxirane, (4-fluorophenyl)oxirane, 2-(3,4-difluorophenyl)oxirane, 2-(3,4-difluorophenyl)-2-methyloxirane, 2-(2-chlorophenyl)oxirane, 2-(p-chlorophenyl)oxirane, 2-(3-chloro-4-methoxyphenyl)oxirane, 2-(2,4-dichloro-5-fluorophenyl)oxirane, 2-(2-bromophenyl)oxirane, 2-(4-bromophenyl)oxirane, 1-benzyloxycarbonyl-3,4-epoxypiperidine, 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-oxirane, 2,3-dihydro-4- (2S)-2-Oxiranylbenzofuran, 1,2-bis(4-(oxiran-2-ylmethoxy)phenyl)disulfide, 1-[2-(2,4-difluorophenyl)-2,3-epoxypropane]-1H-1,2,4-triazole methanesulfonate, 4,4,5,5-tetramethyl-2-(4-(oxiran-2-ylmethoxy)phenyl)-1,3,2-dioxaborolane, 1-chloro-3-(4-(2-(4-(oxiran-2-ylmethoxy)phenyl)propan-2-yl)phenoxy)propan-2-ol, 3-(4-fluorobenzoyl)-2-isobutyryl-N,3-diphenyloxirane-2-carboxamide, 1-(((2R,3S)-2-(2,5-difluorophenyl)-3-methyloxirane 2-[6-(4-(4-chlorophenoxy)hexyl]oxiranecarboxylic acid ethyl ester, (2-methyloxiran-2-yl)methyl-4-nitrobenzoate, N,N,N,N,-tetracyclyl-4,4-diaminodiphenylmethane, 2-((4-(trifluoromethyl)phenoxy)methyl)oxirane, 2-(((4-methoxybenzyl)oxy)methyl)oxirane, 5-(2R)-2-oxiranyl-8-benzyloxy-2(1H)-quinolinone, ethyl 2-[6-(4-(4-chlorophenoxy)hexyl]oxiranecarboxylate, (2-methyloxiran-2-yl)methyl-4-nitrobenzoate, (2-methyloxiran-2-yl)methyl- 3-nitrobenzenesulfonate, 2-oxacyclohexane-2-methyl 4-nitrobenzenesulfonate, (S)-glycidyl 3-nitrobenzenesulfonate, (2S,3S)-1,2-epoxy-3-(tert-butoxycarbonylamino)-4-phenylbutane, 2-[2-(4-chlorophenyl)ethyl]-2-(1,1-dimethylethyl)-oxirane, (2R)-REL-6-fluoro-3,4-dihydro-2-(2R)-2-oxirane-2H-1-benzopyran, (2R)-REL-6-fluoro-3,4-dihydro-2-(2S)-2-oxirane-2H-1-benzopyran, 1-[(2R,3S)-2-(2,4-difluorophenyl)-3-methylepoxymethyl]-1H-[1,2,4] at least one of triazole, 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-methyloxirane-2-yl)methyl)-1H-1,2,4-triazole, 1,5-bis(glycidyloxypropyl)-3-phenyl-1,1,3,5,5-pentamethyltrisiloxane, tri(glycidyloxypropyldimethylsilyloxy)phenylsilane, triglycidyl-m-aminophenol, triglycidyl-amino-m-cresol, N,N,N',N'-tetraglycidyl-4,4'-diaminodiphenyl ether; the epoxy compound containing an ether bond is 2-((2-(2-methoxyethoxy)ethoxy)methyl)oxirane, 2-((1-ethoxyethoxy)methyl)oxirane, 2-(2,5,8,11-tetra- oxadodecyl) oxirane, glycidyl methyl ether, epoxy peucedanum ether, epoxy acrolein diethyl acetal, 4-[(2,3-epoxypropoxy)methyl]-2,2-dimethyl-1,3-dioxolane, glycidyl phenyl ether, glycidyl 2-methoxyphenyl ether, epoxy schisandra propyl, 2-((2-isopropylphenoxy)methyl)oxirane, 2-((4-isopropylphenoxy)methyl)oxirane, 2-(2-methoxyphenyl)oxirane, 2-(4-methylphenoxy)methyloxirane, 2-(m-methoxyphenyl)oxirane, 2-((3-methoxyphenoxy)methyl)oxirane, 2-[(4-methoxyphenyl)methyl]oxirane, 2-[2-(benzyloxy)ethyl]oxirane oxirane, 2,3-bis((benzyloxy)methyl)oxirane, 2-((3,4-di(benzyloxy)phenoxy)methyl)oxirane, 1,2-epoxy-3-(3-methylphenoxypropane), (3-phenyloxirane-2-yl)methanol, 2-((2,4-difluorophenoxy)methyl)oxirane, 2-[(4-bromophenoxy)methyl]oxirane, 3-(1-naphthyloxy)-1,2-epoxypropane, [[4-[[2-(1-methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane, allyl glycidyl ether, phenyl glycidyl ether, glycidyl methacrylate, n-butyl glycidyl ether, benzyl glycidyl ether, octyl glycidyl ether, 2-toluene glycidyl ether, 2- Biphenyl glycidyl ether, tert-butyl glycidyl ether, isopropyl glycidyl ether, C8-10 alkyl glycidyl ether, C12-14-alkyl glycidyl ether, glycidyl propargyl ether, glycidyl methyl ether, cardanol glycidyl ether, glycidyl dodecanol, 4-hydroxybutyl acrylate glycidyl ether, tert-butyl dimethyl silyl glycidyl ether, bisphenol A (2,3-dihydroxypropyl) glycidyl ether, vinyl cyclohexene dioxide, neopentyl glycol diglycidyl ether, 1,4-butanediol diglycidyl ether, 2,2'-[oxybis(2,1-ethyleneoxymethylene)] dioxirane, ethylene glycol glycidyl ether, glycerol diglycidyl ether, bisphenol F diglycidyl ether, bisphenol A diglycidyl ether, 4,At least one of 4'-biphenyl bisphenol diglycidyl ether, bisphenol A propoxylated diglycidyl ether, 1,4-bis[(glycidyloxy)methyl]cyclohexane, 3,3",5,5"-tetramethylbiphenyl bisphenol diglycidyl ether, glycerol triglycidyl ether, trimethylolpropane triglycidyl ether, tri(4-hydroxyphenyl)methane triglycidyl ether, and pentaerythritol glycidyl ether; the epoxy compound containing hydroxyl group and phenolic hydroxyl group is 2-(oxiran-2-yl)ethanol, glycidol (glycidol), 2-methyl glycidol, 2-(oxiran-2-yl)ethanol, 4-(oxiran-2-methoxy)-1-butanol, 2,2,6,6-tetramethyloxiran-4-ol, At least one of epoxy capryl alcohol, cycloastragenol, 4-epoxyisoeugenol, 24(S),25-epoxycholesterol, cholesterol-5α,6α-epoxide, 5α-6α-epoxycholestanol-D7, and 3-acetyldeoxyfurantoin; the amine-containing epoxy compound is at least one of 2-methyl-N-(oxiran-2-ylmethyl)propane-2-amine and N,N-bis(benzyl)oxiranemethylamine; the ester-containing epoxy compound is glycidyl acrylate, tert-butyl oxirane-2-carboxylate, methyl 3,4-epoxycyclohexanecarboxylate, methyl 9,10-epoxyoctadecanoate, methyl (3,4-epoxycyclohexyl)acrylate, methyl 3,4-epoxycyclohexylmethyl acrylate ester, tert-butyl 3-(oxiran-2-yl)piperidine-1-carboxylate, heptadecan-9-yl 6-(oxiran-2-yl)hexanoate, ethyl 2,3-epoxypropionate, oxiranyl methyl neodecanoate, ethyl 7-(oxiran-2-yl)heptanoate, butyl 8-(oxiran-2-yl)octanoate, methyl 8-(oxiran-2-yl)octanoate, oxiran-2-yl methyl dodecanoate, ethyl 3-methyloxiran-2-carboxylate, methyl 3-[5-(oxiran-2-yl)pentyl]undecanoate, epoxidized soybean oil, 3,4-epoxycyclohexyl methyl-3,4-epoxycyclohexylcarboxylate, glycidyl butyrate, glycidyl oleate, glycidyl stearate Oily ester, palmitic acid glycidyl ester, glycidyl methacrylate, 2-methyl glycidyl methyl ester, glycidyl butyl ester, glycidyl butyrate, 4-tert-butyl benzoic acid glycidyl ester, 3-phenyl glycidyl ester, glycidyl p-toluenesulfonate, 3-methyl-3-phenyl glycidyl ester, tert-butyl methyl (3-(oxiran-2-yl)propyl) carbamate, 3β-acetoxy-11α,12α-epoxyoleanane-13β,28-lactone, 11α,12α-epoxy-3β,23-dihydroxy-30-noroleanone-20(29)-ene-28,13β-lactone, (3β,11α,12α,13α)-11,12-Epoxy-13-methyl-27-norolean-14-en-3-ol hexadecanoate, tert-butyl ((S)-4-methyl-1-((S)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate, tert-butyl N-[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxo-2-pentyl]carbamate, lithium 9-(((E)-4-((2S,3R,4R,5S)-3,4-dihydroxy-5-(((2S,3S)-3-((2S,3S)-3-hydroxybutan-2-yl)oxiran-2-yl)methyl)tetrahydro-2H-pyran-2-yl)-3-methylbut-2-enoyl)oxy)nonanoate Ester, methyl 3,3-diphenyl-2,3-epoxypropionate, oxiran-2-yl methyl benzoate, methyl 2-phenyloxirane-1-carboxylate, ethyl 3-(2-(benzyloxy)phenyl)oxirane-2-carboxylate, methyl 1,4-epoxynaphthalene-1(4H)-carboxylate, 8,9-epoxy-3-isobutyryl-10-(2-methylbutyryl)thymol, methyl 3-benzo[1,3]dioxol-1-5-yl-oxiranecarboxylate, methyl 3-(4-methoxyphenyl)oxirane-2-carboxylate, 3-(benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoate, 19,20-epoxycytochalasin D, oxiran-2-yl methyl 4-nitrobenzenesulfonate, methyl iminodiacetate of oxiranyl borate , tert-butyl N-(2-oxiranylmethyl)carbamate, tert-butyl (2-(oxiran-2-yl)ethyl)carbamate, tert-butyl (3-(oxiran-2-yl)propyl)carbamate, tert-butyl ((R)-1-((S)-oxiran-2-yl)-2-phenylethyl)carbamate, tert-butyl (1S)-1-(2R)-oxiranyl-2-phenylethylcarbamate, (2b,3a,16a.17a) diepoxy-17b-acetoxy-5α-androstane, 1,4-cyclohexanedimethanol bis(3,4-epoxycyclohexanecarboxylic acid) ester, diglycidyl 4,5-epoxytetrahydrophthalate, tris(oxiran-2-ylmethyl)benzene-1,3,5-tricarboxylate, bis(7-oxacyclopentyl)carbamate At least one of bicyclo[4.1.0]3-heptylmethyl) adipate, 1,2-cyclohexanedicarboxylic acid diglycidyl ester, and 4-cyclohexene-1,2-dicarboxylic acid diglycidyl ester; the epoxy compound containing carboxyl and carboxylate is 2,3-oxiranedicarboxylic acid, 8,9-epoxy-5Z,11Z,14Z-trienoic acid, (2R,3R)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid, oxirane formic acid, 2-(oxirane-2-yl)acetic acid, epoxy linseed oil, potassium oxirane-2-carboxylate, 14(R),15(S)-epoxy-(5Z,8Z,11Z)-eicosatrienoic acid, 4,5-epoxyartemisinic acid, α-epoxydihydroartemisinic acid, epoxysuccinic acid, 1,2,3,4-tetrahydro-1,At least one of 4-epoxynaphthalene-1-carboxylic acid, 2-4-[(oxiran-2-yl)methoxy]phenylacetic acid, 9,10:12,13-diepoxyoctadecanoic acid; the epoxy compound containing a carbon-carbon double bond is 2-(but-3-ene-1-yl)oxirane, 1,2-epoxy-5-hexene, 1,2-epoxy-7-octene, 1,2-epoxy-9-decene, 1,2-epoxy-5-cyclooctene, 3,4-epoxy-1-butene, 4,5-epoxy-2(E)-decene, 3,4-epoxy-1-cyclohexene, limonene 1,2-epoxide, 2,3-epoxysqualene, epoxidized humulene, condensed At least one of water glycerol furfural ether; the epoxy compound containing carbon-carbon triple bond is ginseng epoxy alkynol; the epoxy compound containing amide bond and imide bond is 2-[4-(2-oxiranylmethoxy)phenyl]acetamide, N-(2,3-epoxypropyl)phthalimide, epoxymycin, N-cyclohexyl-N'-[4-(2,3-epoxypropyloxy)phenyl]urea, N-(2,3-epoxypropyl)phthalamide, N-methyl-N-(2S)oxiran methyl methanesulfonamide, 1aH-dibenzo[b,f]oxiranyl[2,3-d]azepine-6(10bH)-carboxamide, (R)-6- at least one of (benzyloxy)-8-(oxiran-2-yl)-2H-benzo[b][1,4]oxazine-3(4H)-one, E-64 protease inhibitor, alomistatin acid, and triglycidyl isocyanurate; the carbonyl-containing epoxy compound is 16,17-epoxyprogesterone, 16,17-α-epoxypregnenolone, 16,17-α-epoxypregnenolone acetate, 11a-hydroxy-16,17a-epoxyprogesterone, betamethasone epoxide, 13α(21)-epoxyprogesterone, 1,3-diphenyl-2,3-epoxy-1-propanone, germerone-4,5-epoxide, 1-(2-( 2,3-Epoxypropyl)phenyl-3-phenyl-1-propanone, 6Α,7Α-epoxy-2-oxabicyclo[3.3.0]-3-octanone, vitamin K12,3-epoxide, 2-(2-(2-oxiranyl)ethyl)isoindoline-1,3-dione, 3a,4,7,7a-tetrahydro-4,7-epoxyisobenzofuran-1,3-dione, (8R,9S,10R,13S,14S)-10,13-dimethylspiro[7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthrene-6,2'-oxiran]-3,17(10H,14H)-dione; the aldehyde-containing epoxy compound is 3-(oxiran-2-ylmethoxy)benzaldehyde; the cyano-containing epoxy compound is at least one of 2-(oxiran-2-yl)acetonitrile, 3-(oxiran-2-yl)benzonitrile and tetracyanoethylene oxide; the epoxy-containing polymer is epoxy resin, epoxidized polybutadiene, epoxidized polyisoprene, epoxidized butyl rubber, glycidoxypropyl-terminated polydimethylsiloxane, epoxycyclohexylethyl-terminated polydimethylsiloxane, (glycidoxypropyl)dimethoxysilyl-terminated polydimethylsiloxane, monoglycidyl ether-terminated polydimethylsiloxane, diglycidyl ether-terminated polydimethylsiloxane, glycidyl-terminated bisphenol A epichlorohydrin copolymer, (2,3-epoxy) n-propyl monoether-terminated polydimethylsiloxane At least one of siloxane, cage polysilsesquioxane-[2-(3,4-epoxycyclohexyl)ethyl]-substituted heptaisobutyl, octa[(3-oxyglycidylpropyl)dimethylsiloxy]-substituted cage polysilsesquioxane, polyethylene glycol diglycidyl ether, methoxy polyethylene glycol glycidyl ether, α-alkynyl-ω-glycidyl polyethylene glycol, α-carboxyl-ω-glycidyl polyethylene glycol, α-aldehyde-ω-glycidyl polyethylene glycol, polyethylene glycol glycidyl dodecyl ether, poly(propylene glycol) diglycidyl ether, [(epoxycyclohexylethyl)methylsiloxane]-dimethylsiloxane copolymer, [(glycidoxypropyl)methylsiloxane]-dimethylsiloxane copolymer, poly(ethylene-co-methyl acrylate-co-glycidyl methacrylate), and polysucrose.
[0013] In one example of the present invention, the initiator is a single-component initiator or a two-component initiator, the single-component initiator is a strong organic acid or an anhydride or ester corresponding to the strong organic acid, the two-component initiator includes a first initiator and a second initiator, the first initiator is a small molecule initiator with an active initiation site, the second initiator is a salt or Lewis acid corresponding to the strong organic acid, and the small molecule initiator is selected from at least one of allyl chloride, allyl bromide, methylallyl chloride, methylallyl bromide, benzyl chloride, benzyl bromide, α,α-dimethylbenzyl chloride, α,α-dimethylbenzyl bromide, 1,3-di(chloromethyl)benzene, 1,3-di(bromomethyl)benzene, 1,4-di(chloromethyl)benzene, 1,4-di(bromomethyl)benzene, 1,3,5-tri(chloromethyl)benzene, and 1,3,5-tri(bromomethyl)benzene.
[0014] In one embodiment of the present invention, the reaction terminator is deionized water or an alkyl alcohol solution or a thiol solution.
[0015] The present invention also provides a polydisulfide polymer material containing hydroxy ester groups, which is prepared according to the preparation method of any of the above examples.
[0016] After adopting the technical solution of the present invention, the following technical effects can be achieved:
[0017] (1) The method for preparing the polydisulfide polymer material provided by the present invention utilizes a cationic polymerization initiation system to initiate efficient polymerization of lipoic acid. The initiation system is diverse, the solution polymerization process is simple, the operation is safe, a single-component initiator or a two-component initiation system consisting of an initiator and a co-initiator can be selected, the preparation is easy, the consumption is small, and the industrial production feasibility is high. The polymerization can be carried out in a solution under low or normal temperature conditions;
[0018] (2) The polylipoic acid prepared by the present invention has excellent properties such as high toughness, self-repairing performance, chemical recyclability, biocompatibility and biodegradability. Therefore, the polydisulfide polymer material prepared by the present invention also has the above beneficial properties;
[0019] (3) The substrate of the polydisulfide polymer material provided by the present invention is polylipoic acid or lipoic acid-styrene copolymer prepared by cationic polymerization. The carboxyl groups on the molecular chain are converted into hydroxy ester groups through a derivatization reaction. At the same time, different structures can be easily introduced into the side chain during the preparation process, and new properties can also be introduced into the material. BRIEF DESCRIPTION OF THE DRAWINGS
[0020] Figure 1 A schematic diagram of the synthesis route of a polydisulfide polymer material containing hydroxy ester groups provided in an embodiment of the present invention. DETAILED DESCRIPTION
[0021] In order to make the above-mentioned objects, features and advantages of the present invention more obvious and easy to understand, specific embodiments of the present invention are described in detail below with reference to the accompanying drawings.
[0022] Embodiment 1:
[0023] See also Figure 1 , which is a schematic diagram of the synthesis route of a polydisulfide polymer material containing a hydroxy ester group. This embodiment provides a method for preparing a polydisulfide polymer material containing a hydroxy ester group, wherein the synthesis substrate of the polymer material is polylipoic acid or lipoic acid-styrene copolymer;
[0024] The preparation method of polylipoic acid comprises the following steps:
[0025] Adding lipoic acid monomer to the first organic solvent at a set molar ratio to obtain a lipoic acid reaction component, dissolving the lipoic acid monomer in the first organic solvent to obtain a lipoic acid monomer solution;
[0026] Adding an initiator to the lipoic acid reaction component according to a set molar ratio, the initiator triggers the lipoic acid monomer to undergo a cationic ring-opening polymerization reaction;
[0027] Adding a reaction terminator to the lipoic acid reaction component after adding an initiator to obtain polylipoic acid;
[0028] The preparation method of thioctic acid-styrene copolymer comprises the following steps:
[0029] Adding thioctic acid monomer and styrene monomer into the second organic solvent according to a set molar ratio to obtain a thioctic acid-styrene reaction component, dissolving the thioctic acid monomer and styrene monomer in the second organic solvent to obtain a thioctic acid-styrene monomer solution;
[0030] Adding an initiator to the lipoic acid-styrene reaction component according to a set molar ratio, the initiator triggering a cationic copolymerization reaction between the lipoic acid monomer and the styrene monomer;
[0031] Adding a reaction terminator to the lipoic acid-styrene reaction component after adding the initiator to obtain a lipoic acid-styrene copolymer;
[0032] The preparation method of the polymer material comprises the following steps:
[0033] After polylipoic acid or lipoic acid-styrene copolymer is mixed with epoxide in the ratio of carboxyl group:epoxy group=200:(1-200), a catalyst is added, and a ring-opening reaction is carried out at 40-160°C for 0.5-4h to obtain a polymer material.
[0034] Furthermore, the preparation method of the polymer material comprises the following steps:
[0035] After removing the solvent from the solution containing the lipoic acid polymer, a lipoic acid polymer elastomer is obtained;
[0036] After mixing the lipoic acid polymer elastomer with the epoxy compound, reacting them in an extruder, a mixer, an injection molding machine or other equipment to obtain a polymer material;
[0037] Wherein, the ratio of lipoic acid polymer elastomer to epoxy compound is carboxyl group:epoxy group=200:(1-200);
[0038] The lipoic acid polymer is polylipoic acid or lipoic acid-styrene copolymer.
[0039] Specifically, the cationic polymerization system has a variety of initiator selections, and the polymerization activity of the monomer can be controlled by factors such as the initiator, polymerization reaction temperature and solvent polarity, and has the characteristics of extremely fast reaction speed and non-termination of the kinetic chain. The method for preparing a polydisulfide polymer material provided by the present invention utilizes a cationic polymerization initiation system to initiate thioctic acid monomers, as well as efficient polymerization of thioctic acid monomers and styrene monomers. The initiation system is diverse, the solution polymerization process is simple, the operation is safe, a single-component initiator or a two-component initiation system composed of an initiator and a co-initiator can be selected, it is easy to prepare, the consumption is small, and it has industrial production feasibility, and polymerization can be carried out in a solution under low or normal temperature conditions. The polylipoic acid prepared by the present invention has excellent properties such as high toughness, self-repairing performance, chemical recyclability, biocompatibility and biodegradability, so the polydisulfide polymer material prepared by the present invention also has the above beneficial properties. The substrate of the polydisulfide polymer material is polylipoic acid or lipoic acid-styrene copolymer prepared by cationic polymerization. The carboxyl groups on the molecular chain are converted into hydroxy ester groups through a derivatization reaction. At the same time, different structures are easily introduced into the side chains during the preparation process, which can also introduce new properties into the material.
[0040] Specifically, the initiator has the following functions: starting the reaction. The initiator can start the chemical reaction by providing activation energy or changing the activity of the reactants; reducing the activation energy. In a chemical reaction, the initiator can reduce the activation energy required for the reaction, making the reaction easier to occur; increasing the reaction rate. The presence of the initiator can increase the rate of the chemical reaction and make the reaction reach equilibrium faster; controlling the polymerization process. In a polymerization reaction, the initiator not only initiates the polymerization reaction of the monomers, but also its type and amount directly affect the properties of the polymer, such as the molecular weight, molecular weight distribution and morphology of the polymer.
[0041] Furthermore, the preparation method of the polymer material comprises the following steps:
[0042] After removing the solvent from the solution containing the lipoic acid polymer, a lipoic acid polymer elastomer is obtained;
[0043] Adding lipoic acid polymer elastomer and epoxy compound into solvent to react, thereby obtaining polymer material;
[0044] The ratio of lipoic acid polymer elastomer to epoxy compound is carboxyl group:epoxy group=200:(1-200).
[0045] Furthermore, the solvent is at least one of acetone, butanone, toluene, tetrahydrofuran, dimethyl sulfoxide, butyl sulfone, N-methylpyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide, and anisole.
[0046] Specifically, the solvent can be selected according to the reaction temperature to improve the reaction efficiency.
[0047] Further, the catalyst includes dibutyltin dilaurate, dioctyltin dilaurate, stannous octoate, dibutyltin di(dodecylsulfide), dibutyltin diacetate, dibutyltin dimaleate, butyltin dithiol, dioctyltin mercaptan, tin acetylacetonate, organic bismuth, chromium trichloride, chromium 3,5-diisopropylsalicylate, chromium 5-tert-butylfurancarboxylate, chromium 5-isopropylfurancarboxylate, chromium 2-ethylhexanoate, fatty acid chromium, chromium acetylacetonate, molybdenum acetylacetonate, aluminum acetylacetonate, cobalt (II) acetylacetonate, cobalt (III) acetylacetonate, manganese acetylacetonate, zirconium acetylacetonate, vanadium acetylacetonate, vanadium acetylacetonate, Ruthenium acetylacetonate, iron acetylacetonate, cobalt acetylacetonate, nickel acetylacetonate, titanium acetylacetonate, palladium acetylacetonate, gallium acetylacetonate, rhodium dicarbonyl acetylacetonate, neodymium (III) acetylacetonate, trifluoromethanesulfonates of the lanthanides (yttrium, scandium, dysprosium, samarium, gadolinium and neodymium), manganese perchlorate, magnesium perchlorate, calcium perchlorate, cesium perchlorate, barium perchlorate, iron perchlorate, zinc dichloride, cadmium dichloride, mercury dichloride, aluminum trichloride, aluminum tribromide, gallium trichloride, iron trichloride, tin tetrachloride, titanium tetrachloride, zirconium tetrachloride, vanadium tetrachloride, antimony pentafluoride, antimony pentachloride, tungsten pentachloride, boron trichloride, boron trifluoride, boron tribromide, AlR m X 3-m (R is an alkyl group such as methyl or ethyl, and X is a halogen), triazine trimerization catalyst, bis(dimethylaminomethyl)benzene, N,N-dimethylbenzylamine, N,N-diethylbenzylamine, triethylamine, triethanolamine, N,N-dimethylethanolamine (DMEA), tetrabutylammonium bromide, triethylbenzylammonium chloride, pyridine, N,N'-lutidine, sodium hydroxide, potassium hydroxide, sodium bicarbonate, sodium carbonate, triphenylphosphine, triphenylphosphine sulfide, dibromotriphenylphosphine At least one of phosphine, dichlorotriphenylphosphine, triphenylphosphine borane, triphenylphosphine hydrobromide, triphenylphosphine diiodide, N-tert-butyloxycarbonyl-amidine triphenylphosphine, triphenylphosphine rhodium chloride, triphenylphosphine palladium acetate, bis(triphenylphosphine)ammonium chloride, tetrakis(triphenylphosphine)palladium, bis(triphenylphosphine)dicarbonylnickel, tris(triphenylphosphine)cobalt chloride, bis(triphenylphosphine)cobalt chloride, bis(triphenylphosphine)palladium dichloride (II), and dichlorotetrakis(triphenylphosphine)ruthenium.
[0048] Specifically, the catalyst can increase the reaction rate, selectivity and yield, thereby improving the preparation efficiency.
[0049] Furthermore, the epoxy compound is at least one of a (cyclo)alkyl epoxy compound, an alkyl epoxy compound containing a heteroatom, an aromatic epoxy compound, an aromatic epoxy compound containing a heteroatom, an epoxy compound containing an ether bond, an epoxy compound containing a hydroxyl group and a phenolic hydroxyl group, an epoxy compound containing an amino group, an epoxy compound containing an ester group, an epoxy compound containing a carboxyl group and a carboxylate group, an epoxy compound containing a carbon-carbon double bond, an epoxy compound containing a carbon-carbon triple bond, an epoxy compound containing an amide bond and an imide bond, an epoxy compound containing a carbonyl group, an epoxy compound containing an aldehyde group, an epoxy compound containing a cyano group, and an epoxy group-containing polymer.
[0050] Specifically, in the presence of an appropriate catalyst, the epoxide atom can be attacked by the carbonyl carbon in the carboxyl group with strong electrophilicity, opening the ring to form an intermediate. In this process, the carbon-oxygen bond is broken, a negative ion is formed on the oxygen atom, and a positive ion is formed on the carbonyl carbon of the carboxyl group. The intermediate is relatively unstable and prone to subsequent nucleophilic substitution reactions. The negatively charged oxygen atom combines with the positively charged carbon atom to form a new carbon-oxygen bond to obtain an esterification product. At the same time, the oxygen atom of the hydroxyl group on the carboxyl group is connected to the carbon atom of the epoxide to form an alcohol. Polylipoic acid or lipoic acid-styrene copolymer converts the carboxyl group on the molecular chain into a hydroxy ester group through a derivatization reaction, and introduces different structures into the side chain.
[0051] Further, the (cyclo)alkyl epoxy compound is ethylene oxide, propylene oxide, tetrahydrofuran, hexyl oxide, methyl propylene oxide (isobutylene oxide), 3,4-epoxytetrahydrofuran, 1,2-epoxycyclododecane, exo-2,3-epoxynorbornane, 2,3-epoxypropylnorbornane, nonadecane oxide, cyclohexene oxide, 1,2-epoxycyclopentane, 1,2-epoxycyclooctane, 1,2-epoxybutylene oxide, 1,2-epoxyhexane, 1,2-epoxyheptane, 1,2-epoxydecane, 1,2-epoxyoctane, 1,2-epoxydodecane, 1,2-epoxytetradecane, 1,2-epoxyhexadecane, 1,2-epoxyoctadecane , 1,2-epoxyeicosane, 1,4-epoxycyclohexane, 2-tridecyl oxirane, 1,2-epoxy-3-methylbutane, 2,3-epoxybutane, 2-butyl-2-ethyl oxirane, 4-methyl-1,2-epoxycyclohexane, propyl oxirane, 1-methyl-1,2-epoxycyclohexane, α-epoxypinane, spiro[oxirane-2,2-tricyclo[3.3.1.1~3,7~]decane], meso-1,2:3,4-diepoxybutane, diepoxybutadiene, 1,5-hexadiene diepoxide, dicyclopentadiene epoxide, 1,2,7,8-diepoxyoctane;
[0052] The alkyl epoxy compounds containing heteroatoms are epifluoropropane, epichlorohydrin, epibromopropane, methylthiopropene oxide, 2-(chloromethyl)-1,2-epoxypropane, 2-(chloromethyl)-1,2-epoxybutane, 2-(bromomethyl)-1,2-epoxybutane, 3-bromobutylene oxide, 2,3-epoxypropyltrimethylammonium chloride, epoxy-terminated silicone oil, end-epoxy heptachlor, 1,2-epoxy-3,3,3-trifluoropropane, 2,2-bis(trifluoromethyl)ethylene oxide, 3-(perfluorooctyl)-1,2-epoxypropane, 2-(2,2,3,3,4,4,4-heptafluorobutyl)ethylene oxide, 2,2,3,3,4, 4,5,5,5-nonafluoropentyl oxirane, 3-[(2-perfluorohexyl)ethoxy]-1,2-epoxypropane, 1H,2H,3H,3H-perfluoro-1,2-epoxytridecane, 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyloxirane, 2-(2-bromoethyl)oxirane, 5-fluoro-2-(oxiran-2-yl)pyridine, 1-tert-butoxy-3,4-epoxypiperidine, 1-tert-butoxy-4-(oxiran-2-ylmethyl)-4-hydroxypiperidine, N-tert-butoxy-2,3-aminoepoxypropane, 4-epoxypropaneoxycarbazole, 9 -(Oxiran-2-ylmethyl)-9H-carbazole, 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline, 4-(Oxiran-2-ylmethyl)morpholine, 3,4-epoxytetrahydrothiophene-1,1-dioxide, 2-((thiophen-2-ylmethoxy)methyl)oxirane, 3,6-dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole, 1-(2,3-epoxypropyl)-2-methyl-5-nitroimidazole, 5,6-epoxyhexyltriethoxysilane, (3-glycidoxypropyl)dimethylethoxysilane, [8-(glycidoxy)-n-octyl]trimethoxy silane, 2-(3,4-epoxycyclohexyl)ethyltriethoxysilane, 2-(3,4-epoxycyclohexyl)ethylmethyldiethoxysilane, 3-[(2,3)-epoxypropyloxy]propylmethyldimethoxysilane, 3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropyltriethoxysilane, diethoxy(3-glycidyloxypropyl)methylsilane, 1,1,1,3,5,5,5-heptamethyl-3-(3-glycidyloxypropyl)trisiloxane, 4-epoxypropyloxy-2,2,6,6-tetramethylpiperidinyl1-oxyl free radical, spiro[1-azabicyclo[2.2.2] octane-3,2'-oxirane] hydrochloride, trimethoxy[3-(oxiranylmethoxy)propyl]-silane hydrolyzate, (R)-2-chloro-1-((2-methyloxiran-2-yl)methyl)-4-nitro-1H-imidazole, (2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiranyl]-1-pentanone trifluoroacetate, (R)-2-amino-4-methyl-1-((S)-2-methyloxiran-2-yl)pentan-1-one 2,2,2-trifluoroacetate, At least one of fosfomycin sodium, 2,2'-(2,2,3,3,4,4,5,5-octafluorohexane-1,6-diyl)bis(oxirane), 5,5-dimethyl-1,3-bis(oxirane-2-ylmethyl)imidazolidine-2,4-dione, 1,3-bis(3-glycidyloxypropyl)-1,1,3,3-tetramethyldisiloxane, tetraepoxycyclosiloxane, tetraepoxycyclohexylethyl-2,4,6,8-tetramethylcyclotetrasiloxane, and 1,3-bis(N,N-diglycidylaminomethyl)cyclohexane;
[0053] The aromatic epoxy compounds are styrene oxide (styrene oxide), 2-phenylpropylene oxide, (2,3-epoxypropyl) benzene, stilbene oxide, 1,1-diphenylethylene oxide, 6,6A-dihydro-1AH-indeno[1,2-B]ethylene oxide, 1,4-epoxy-1,4-dihydronaphthalene, 2-(naphthalene-2-yl)ethylene oxide, 2-(naphthalene-2-ylmethyl)ethylene oxide, 6'-methoxy-1a',7b'-dihydrospiro[ At least one of cyclohexane-1,2'-oxirane[c]chromene, phenoxymethyloxirane, 1,2:5,6-diepoxyhexahydroindane, 9,9-bis[(2,3-epoxypropyloxy)phenyl]fluorene, 9,9-bis(4-epoxypropyloxy-3-methylphenyl)fluorene, 9,9-bis[4-(2,3-epoxypropyloxyethoxy)phenyl]fluorene, and 2,2'-[cyclohexylidenebis(4,1-phenyleneoxymethylene)]bis[oxirane];
[0054] The aromatic epoxy compounds containing heteroatoms are 2-(4-nitrophenyl)oxirane, 2,7-dichlorofluorene-4-oxirane, 2-(3,4-difluorophenyl)oxirane, 2-(3,4-dichlorophenyl)oxirane, (4-fluorophenyl)oxirane, 2-(3,4-difluorophenyl)oxirane, 2-(3,4-difluorophenyl)-2-methyloxirane, 2-(2-chlorophenyl)oxirane, 2-(p-chlorophenyl)oxirane, 2-(3-chloro-4-methoxyphenyl)oxirane, 2-(2,4-dichloro-5-fluorophenyl)oxirane, 2-(2-bromophenyl)oxirane, 2-(4-bromophenyl)oxirane, 1-benzyloxycarbonyl-3,4-epoxypiperidine, 6-fluoro-3,4 -dihydro-2H-1-benzopyran-2-oxirane, 2,3-dihydro-4-(2S)-2-oxirane-benzofuran, 1,2-bis(4-(oxirane-2-ylmethoxy)phenyl)disulfide, 1-[2-(2,4-difluorophenyl)-2,3-oxirane]-1H-1,2,4-triazole methanesulfonate, 4,4,5,5-tetramethyl-2-(4-(oxirane-2-ylmethoxy)phenyl)-1,3,2-dioxaborolane, 1-chloro-3-(4-(2-(4-(oxirane-2-ylmethoxy)phenyl)propan-2-yl)phenoxy)propan-2-ol, 3-(4-fluorobenzoyl)-2-isobutyryl-N,3-diphenyloxirane-2-carboxamide, 1-((( 2R,3S)-2-(2,5-difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, glycidyl-3-nitrobenzenesulfonate, glycidyl p-toluenesulfonate, (2-methyloxiran-2-yl)methyl 4-nitrobenzoate, N,N,N,N,-tetracyclyl-4,4-diaminodiphenylmethane, 2-((4-(trifluoromethyl)phenoxy)methyl)oxirane, 2-(((4-methoxybenzyl)oxy)methyl)oxirane, 5-(2R)-2-oxiranyl-8-benzyloxy-2(1H)-quinolinone, ethyl 2-[6-(4-4-chlorophenoxy)hexyl]oxiranecarboxylate, (2-methyloxiran-2-yl)methyl -4-nitrobenzoate, (2-methyloxiran-2-yl)methyl-3-nitrobenzenesulfonate, 2-oxacyclohexane-2-methyl 4-nitrobenzenesulfonate, (S)-glycidyl 3-nitrobenzenesulfonate, (2S,3S)-1,2-epoxy-3-(tert-butoxycarbonylamino)-4-phenylbutane, 2-[2-(4-chlorophenyl)ethyl]-2-(1,1-dimethylethyl)-oxirane, (2R)-REL-6-fluoro-3,4-dihydro-2-(2R)-2-oxiranyl-2H-1-benzopyran, (2R)-REL-6-fluoro-3,4-dihydro-2-(2S)-2-oxiranyl-2H-1-benzopyran, 1-[(2R,3S)-2-(2,At least one of: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, 1,5-bis(glycidyloxypropyl)-3-phenyl-1,1,3,5,5-pentamethyltrisiloxane, tris(glycidyloxypropyldimethylsiloxy)phenylsilane, triglycidyl-m-aminophenol, triglycidyl-amino-m-cresol, and N,N,N',N'-tetraglycidyl-4,4'-diaminodiphenyl ether;
[0055] The epoxy compounds containing ether bonds are 2-((2-(2-methoxyethoxy)ethoxy)methyl)oxirane, 2-((1-ethoxyethoxy)methyl)oxirane, 2-(2,5,8,11-tetraoxadodecyl)oxirane, glycidyl methyl ether, epoxy propenyl ether, epoxy acrolein diethyl acetal, 4-[(2,3-epoxypropoxy)methyl]-2,2-dimethyl-1,3-dioxolane, glycidyl phenyl ether, glycidyl 2-methoxyphenyl ether, epoxy schisandra propyl, 2-((2-isopropylphenoxy)methyl)oxirane, 2-((4-isopropylphenoxy)methyl)oxirane, 2-(2-methoxyphenyl)oxirane, 2-(4-methoxyphenyl)oxirane, 2-((3-methoxyphenoxy)methyl)oxirane, 2-[(4-methoxyphenyl)methyl]oxirane, 2-[2-(benzyloxy)ethyl]oxirane, 2,3-bis((benzyloxy)methyl)oxirane, 2-((3,4-di(benzyloxy)phenoxy)methyl)oxirane, 1,2-epoxy-3-(3-methylphenoxypropane), (3-phenyloxirane-2-yl)methanol, 2-((2,4-difluorophenoxy)methyl)oxirane, 2-[(4-bromophenoxy)methyl]oxirane, 3-(1-naphthyloxy)-1,2-epoxypropane, [[4-[[ 2-(1-methylethoxy)ethoxy]methyl]phenoxy]methyl]ethylene oxide, allyl glycidyl ether, phenyl glycidyl ether, glycidyl methacrylate, n-butyl glycidyl ether, benzyl glycidyl ether, octyl glycidyl ether, 2-toluene glycidyl ether, 2-biphenyl glycidyl ether, tert-butyl glycidyl ether, isopropyl glycidyl ether, C8-10 alkyl glycidyl ether, C12-14-alkyl glycidyl ether, glycidyl propargyl ether, glycidyl methyl ether, cardanol glycidyl ether, glycidyl dodecanol, 4-hydroxybutyl acrylate glycidyl ether, tert-butyl dimethylsilyl glycidyl ether, bisphenol A (2,3-dihydroxypropyl) glycidyl ether , vinylcyclohexene dioxide, neopentyl glycol diglycidyl ether, 1,4-butanediol diglycidyl ether, 2,2'-[oxybis(2,1-ethyleneoxymethylene)]bisoxirane, ethylene glycol glycidyl ether, glycerol diglycidyl ether, bisphenol F diglycidyl ether, bisphenol A diglycidyl ether, 4,4'-biphenyl bisphenol diglycidyl ether, bisphenol A propoxylated diglycidyl ether, 1,4-bis[(glycidyloxy)methyl]cyclohexane, 3,3",5,5"-tetramethylbiphenyl bisphenol diglycidyl ether, glycerol triglycidyl ether, trimethylolpropane triglycidyl ether, tri(4-hydroxyphenyl)methane triglycidyl ether, at least one of pentaerythritol glycidyl ether;
[0056] The epoxy compound containing hydroxyl group and phenolic hydroxyl group is at least one of 2-(oxiran-2-yl)ethanol, glycidol, 2-methylglycidol, 2-(oxiran-2-yl)ethanol, 4-(oxiran-2-methoxy)-1-butanol, 2,2,6,6-tetramethyloxirane-4-ol, epoxycapryl alcohol, cycloastragenol, 4-epoxyisoeugenol, 24(S),25-epoxycholesterol, cholesterol-5α,6α-epoxide, 5α-6α-epoxycholestanol-D7 and 3-acetyldeoxyfurantoin.
[0057] The amine-containing epoxy compound is at least one of 2-methyl-N-(oxiran-2-ylmethyl)propane-2-amine and N,N-bis(benzyl)oxiranemethylamine;
[0058] The epoxy compounds containing ester groups are glycidyl acrylate, tert-butyl oxirane-2-carboxylate, methyl 3,4-epoxycyclohexanecarboxylate, methyl 9,10-epoxyoctadecanoate, methyl acrylate (3,4-epoxycyclohexyl), methyl 3,4-epoxycyclohexyl methyl methacrylate, tert-butyl 3-(oxirane-2-yl)piperidin-1-carboxylate, heptadecan-9-yl 6-(oxirane-2-yl)hexanoate, ethyl 2,3-epoxypropionate, oxiranyl methyl neodecanoate, ethyl 7-(oxirane-2-yl)heptanoate, butyl 8-(oxirane-2-yl)octanoate, methyl 8-(oxirane-2-yl)octanoate, oxiran-2-yl methyl dodecanoate, 3-methyl Ethyl oxirane-2-carboxylate, methyl 3-[5-(oxiran-2-yl)pentyl]undecanoate, epoxy soybean oil, 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexylcarboxylate, glycidyl butyrate, glycidyl oleate, glycidyl stearate, glycidyl palmitate, glycidyl methacrylate, methyl 2-methylglycidate, glycidyl butyl ester, glycidyl butyrate, glycidyl 4-tert-butylbenzoate, ethyl 3-phenylglycidate, glycidyl p-toluenesulfonate, ethyl 3-methyl-3-phenylglycidate, tert-butyl methyl (3-(oxiran-2-yl)propyl)carbamate, 3β-acetoxy-11α,1 2α-Epoxyoleanane-13β,28-lactone, 11α,12α-epoxy-3β,23-dihydroxy-30-norolean-20(29)-ene-28,13β-lactone, (3β,11α,12α,13α)-11,12-epoxy-13-methyl-27-norolean-14-ene-3-ol hexadecanoate, ((S)-4-methyl-1-((S)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamic acid tert-butyl ester, N-[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxo-2-pentyl]carbamic acid tert-butyl ester, 9-(((E)- 4-((2S,3R,4R,5S)-3,4-dihydroxy-5-(((2S,3S)-3-((2S,3S)-3-hydroxybutan-2-yl)oxiran-2-yl)methyl)tetrahydro-2H-pyran-2-yl)-3-methylbut-2-enoyl)oxy)nonanoic acid lithium ester, 3,3-diphenyl-2,3-epoxypropionic acid methyl ester, oxiran-2-yl methyl benzoate, 2-phenyloxirane-1-carboxylic acid methyl ester, 3-(2-(benzyloxy)phenyl)oxirane-2-carboxylic acid ethyl ester, 1,4-epoxynaphthalene-1(4H)-carboxylic acid methyl ester, 8,9-epoxy-3-isobutyryl-10-(2-methylbutyryl)thymol, 3-benzo[1,3] dioxo-1-5-yl-oxirane carboxylic acid methyl ester, methyl 3-(4-methoxyphenyl)oxirane-2-carboxylate, 3-(benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoate, 19,20-epoxycytochalasin D, 4-nitrobenzenesulfonic acid oxirane-2-yl methyl ester, oxirane methyl iminodiacetate, tert-butyl N-(2-oxirane methyl) carbamate, tert-butyl (2-(oxirane-2-yl) ethyl) carbamate, tert-butyl (3-(oxirane-2-yl) propyl) carbamate, ((R)-1-((S)-oxirane-2-yl)-2-phenylethyl ) tert-butyl carbamate, (1S)-1-(2R)-oxiranyl-2-phenylethyl carbamate, (2b,3a,16a.17a) diepoxy-17b-acetoxy-5α-androstane, 1,4-cyclohexanedimethanol bis(3,4-epoxycyclohexanecarboxylic acid) ester, 4,5-epoxytetrahydrophthalic acid diglycidyl ester, tri(oxiran-2-ylmethyl)benzene-1,3,5-tricarboxylate, bis(7-oxabicyclo[4.1.0]3-heptylmethyl) adipate, 1,2-cyclohexanedicarboxylic acid diglycidyl ester, 4-cyclohexene-1,2-dicarboxylic acid diglycidyl ester;
[0059] The epoxy compound containing carboxyl group and carboxylate is at least one of 2,3-oxiranedicarboxylic acid, 8,9-oxirane-5Z,11Z,14Z-trienoic acid, (2R,3R)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid, oxirane formic acid, 2-(oxirane-2-yl)acetic acid, epoxy linseed oil, oxirane-2-carboxylic acid potassium, 14(R),15(S)-epoxy-(5Z,8Z,11Z)-eicosatrienoic acid, 4,5-oxiraneartemisinic acid, α-epoxydihydroartemisinic acid, epoxysuccinic acid, 1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid, 2-4-[(oxirane-2-yl)methoxy]phenylacetic acid, and 9,10:12,13-diepoxyoctadecanoic acid;
[0060] The epoxy compound containing a carbon-carbon double bond is at least one of 2-(but-3-en-1-yl)oxirane, 1,2-epoxy-5-hexene, 1,2-epoxy-7-octene, 1,2-epoxy-9-decene, 1,2-epoxy-5-cyclooctene, 3,4-epoxy-1-butene, 4,5-epoxy-2(E)-decene, 3,4-epoxy-1-cyclohexene, limonene 1,2-epoxide, 2,3-epoxysqualene, epoxidized humulene, and glycidyl furfuryl ether;
[0061] The epoxy compound containing carbon-carbon triple bond is ginseng epoxy alkynol;
[0062] The epoxy compound containing amide bonds and imide bonds is at least one of 2-[4-(2-oxiranylmethoxy)phenyl]acetamide, N-(2,3-epoxypropyl)phthalimide, epoxymycin, N-cyclohexyl-N'-[4-(2,3-epoxypropyloxy)phenyl]urea, N-(2,3-epoxypropyl)phthalamide, N-methyl-N-(2S)oxiran methylmethanesulfonamide, 1aH-dibenzo[b,f]oxiran[2,3-d]azepine-6(10bH)-carboxamide, (R)-6-(benzyloxy)-8-(oxiran-2-yl)-2H-benzo[b][1,4]oxazine-3(4H)-one, E-64 protease inhibitor, alomistatin acid, and triglycidyl isocyanurate;
[0063] The epoxy compounds containing carbonyl groups are 16,17-epoxyprogesterone, 16,17-α-epoxypregnenolone, 16,17-α-epoxypregnenolone acetate, 11a-hydroxy-16,17a-epoxyprogesterone, betamethasone epoxide, 13α(21)-epoxy-wide-line ketone, 1,3-diphenyl-2,3-epoxy-1-propanone, germerone-4,5-epoxide, 1-(2-(2,3-epoxypropoxy)phenyl-3-phenyl-1-propanone, 6Α,7Α-epoxy-2-oxabicyclo[3.3.0]- at least one of 3-octanone, vitamin K12,3-epoxide, 2-(2-(2-oxiranyl)ethyl)isoindoline-1,3-dione, 3a,4,7,7a-tetrahydro-4,7-epoxyisobenzofuran-1,3-dione, and (8R,9S,10R,13S,14S)-10,13-dimethylspiro[7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthrene-6,2'-oxiran]-3,17(10H,14H)-dione;
[0064] The epoxy compound containing an aldehyde group is 3-(oxiran-2-ylmethoxy)benzaldehyde;
[0065] The cyano-containing epoxy compound is at least one of 2-(oxiran-2-yl)acetonitrile, 3-(oxiran-2-yl)benzonitrile and tetracyanoethylene oxide;
[0066] The epoxy-containing polymer is epoxy resin, epoxidized polybutadiene, epoxidized polyisoprene, epoxidized butyl rubber, glycidoxypropyl-terminated polydimethylsiloxane, epoxycyclohexylethyl-terminated polydimethylsiloxane, (glycidoxypropyl) dimethoxysilyl-terminated polydimethylsiloxane, monoglycidyl ether-terminated polydimethylsiloxane, diglycidyl ether-terminated polydimethylsiloxane, glycidyl-terminated bisphenol A epichlorohydrin copolymer, (2,3-epoxy) n-propyl monoether-terminated polydimethylsiloxane, cage-type polysilsesquioxane-[2-(3,4-epoxycyclohexyl)ethyl]-substituted heptaisobutyl, octa[(3-oxyglycidyl)] At least one of [(propylene glycol) diglycidyl ether, [(epoxycyclohexylethyl) methylsiloxane]-dimethylsiloxane copolymer, [(glycidoxypropyl) methylsiloxane]-dimethylsiloxane copolymer, poly(ethylene-co-methyl acrylate-co-glycidyl methacrylate), and polysucrose.
[0067] Furthermore, the initiator is a single-component initiator or a two-component initiator, the single-component initiator is a strong organic acid or an anhydride or ester corresponding to the strong organic acid, the two-component initiator includes a first initiator and a second initiator, the first initiator is a small molecule initiator with an active initiation site, the second initiator is a salt or Lewis acid corresponding to the strong organic acid, and the small molecule initiator is selected from at least one of allyl chloride, allyl bromide, methylallyl chloride, methylallyl bromide, benzyl chloride, benzyl bromide, α,α-dimethylbenzyl chloride, α,α-dimethylbenzyl bromide, 1,3-di(chloromethyl)benzene, 1,3-di(bromomethyl)benzene, 1,4-di(chloromethyl)benzene, 1,4-di(bromomethyl)benzene, 1,3,5-tri(chloromethyl)benzene, and 1,3,5-tri(bromomethyl)benzene.
[0068] Furthermore, the reaction terminator is deionized water or an alkyl alcohol solution or a thiol solution.
[0069] Specifically, the reaction terminator can react quickly with the initiator (or catalyst) or the growth chain, thereby effectively destroying its activity, controlling the reaction process, and terminating the polymerization reaction. Timely termination of the polymerization reaction can obtain high-quality polymer products with uniform molecular weight and stable molecular structure. In addition to terminating the reaction, it also has the function of preventing aging. This is because it can eliminate the active center in the system and prevent the polymer from undergoing further chemical reactions during storage and use, thereby extending the service life of the polymer.
[0070] Embodiment 2:
[0071] This embodiment provides a polydisulfide polymer material containing hydroxy ester groups, which is prepared according to the preparation method of any of the above examples.
[0072] Specifically, the polydisulfide polymer material containing hydroxy ester groups provided in this embodiment has all the beneficial effects of the above-mentioned embodiments, which will not be described in detail here.
[0073] Although the present invention is disclosed as above, the present invention is not limited thereto. Any person skilled in the art can make various changes and modifications without departing from the spirit and scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the scope defined by the claims.
Claims
1. A method for preparing a polydisulfide polymer material containing a hydroxy ester group, characterized in that: The synthetic substrate of the polymer material is polylipoic acid or lipoic acid-styrene copolymer; The preparation method of polylipoic acid comprises the following steps: Adding lipoic acid monomer to the first organic solvent at a set molar ratio to obtain a lipoic acid reaction component, wherein the lipoic acid monomer is dissolved in the first organic solvent to obtain a lipoic acid monomer solution; Adding an initiator to the lipoic acid reaction component according to a set molar ratio, wherein the initiator initiates a cationic ring-opening polymerization reaction of the lipoic acid monomer; Adding a reaction terminator to the lipoic acid reaction component after adding the initiator to obtain the polylipoic acid; The preparation method of the lipoic acid-styrene copolymer comprises the following steps: Adding thioctic acid monomer and styrene monomer into the second organic solvent according to a set molar ratio to obtain a thioctic acid-styrene reaction component, wherein the thioctic acid monomer and the styrene monomer are dissolved in the second organic solvent to obtain a thioctic acid-styrene monomer solution; Adding the initiator to the lipoic acid-styrene reaction component according to a set molar ratio, wherein the initiator initiates a cationic copolymerization reaction between the lipoic acid monomer and the styrene monomer; adding the reaction terminator to the lipoic acid-styrene reaction component after adding the initiator to obtain the lipoic acid-styrene copolymer; The preparation method of the polymer material comprises the following steps: The polylipoic acid or the lipoic acid-styrene copolymer is mixed with epoxide in a ratio of carboxyl group:epoxy group=200:(1-200), a catalyst is added, and a ring-opening reaction is carried out at 40-160° C. for 0.5-4h to obtain the polymer material.
2. The preparation method according to claim 1, characterized in that: The preparation method of the polymer material comprises the following steps: After removing the solvent from the solution containing the lipoic acid polymer, a lipoic acid polymer elastomer is obtained; After mixing the lipoic acid polymer elastomer with the epoxy compound, reacting them in an extruder, a mixer, an injection molding machine or other equipment to obtain the polymer material; Wherein, the ratio of the lipoic acid polymer elastomer to the epoxy compound is carboxyl group:epoxy group=200:(1-200); The lipoic acid polymer is the polylipoic acid or the lipoic acid-styrene copolymer.
3. The preparation method according to claim 1, characterized in that: The preparation method of the polymer material comprises the following steps: After removing the solvent from the solution containing the lipoic acid polymer, a lipoic acid polymer elastomer is obtained; Adding the lipoic acid polymer elastomer and the epoxy compound into a solvent for reaction to obtain the polymer material; Wherein, the ratio of the lipoic acid polymer elastomer to the epoxy compound is carboxyl group:epoxy group=200:(1-200).
4. The preparation method according to claim 3, characterized in that: The solvent is at least one of acetone, butanone, toluene, tetrahydrofuran, dimethyl sulfoxide, butyl sulfone, N-methylpyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide and anisole.
5. The preparation method according to claim 1, characterized in that: The catalyst includes dibutyltin dilaurate, dioctyltin dilaurate, stannous octoate, dibutyltin di(dodecylsulfide), dibutyltin diacetate, dibutyltin dimaleate, butyltin dithiol, dioctyltin mercaptan, tin acetylacetonate, organic bismuth, chromium trichloride, chromium 3,5-diisopropylsalicylate, chromium 5-tert-butylfurancarboxylate, chromium 5-isopropylfurancarboxylate, chromium 2-ethylhexanoate, fatty acid chromium, chromium acetylacetonate, molybdenum acetylacetonate, aluminum acetylacetonate, cobalt (II) acetylacetonate, cobalt (III) acetylacetonate, manganese acetylacetonate, zirconium acetylacetonate, vanadium acetylacetonate, vanadium acetylacetonate, acetylacetonate, Ruthenium acetonate, iron acetylacetonate, cobalt acetylacetonate, nickel acetylacetonate, titanium oxide acetylacetonate, palladium acetylacetonate, gallium acetylacetonate, rhodium dicarbonyl acetylacetonate, neodymium (III) acetylacetonate, trifluoromethanesulfonates of lanthanides (yttrium, scandium, dysprosium, samarium, gadolinium and neodymium), manganese perchlorate, magnesium perchlorate, calcium perchlorate, cesium perchlorate, barium perchlorate, iron perchlorate, zinc dichloride, cadmium dichloride, mercury dichloride, aluminum trichloride, aluminum tribromide, gallium trichloride, iron trichloride, tin tetrachloride, titanium tetrachloride, zirconium tetrachloride, vanadium tetrachloride, antimony pentafluoride, antimony pentachloride, tungsten pentachloride, boron trichloride, boron trifluoride, boron tribromide, AlR m X 3-m (R is an alkyl group such as methyl or ethyl, and X is a halogen), triazine trimerization catalyst, bis(dimethylaminomethyl)benzene, N,N-dimethylbenzylamine, N,N-diethylbenzylamine, triethylamine, triethanolamine, N,N-dimethylethanolamine (DMEA), tetrabutylammonium bromide, triethylbenzylammonium chloride, pyridine, N,N'-lutidine, sodium hydroxide, potassium hydroxide, sodium bicarbonate, sodium carbonate, triphenylphosphine, triphenylphosphine sulfide, dibromotriphenylphosphine At least one of phosphine, dichlorotriphenylphosphine, triphenylphosphine borane, triphenylphosphine hydrobromide, triphenylphosphine diiodide, N-tert-butyloxycarbonyl-amidine triphenylphosphine, triphenylphosphine rhodium chloride, triphenylphosphine palladium acetate, bis(triphenylphosphine)ammonium chloride, tetrakis(triphenylphosphine)palladium, bis(triphenylphosphine)dicarbonylnickel, tris(triphenylphosphine)cobalt chloride, bis(triphenylphosphine)cobalt chloride, bis(triphenylphosphine)palladium dichloride (II), and dichlorotetrakis(triphenylphosphine)ruthenium.
6. The preparation method according to claim 1, characterized in that: The epoxy compound is at least one of (cyclo)alkyl epoxy compounds, alkyl epoxy compounds containing heteroatoms, aromatic epoxy compounds, aromatic epoxy compounds containing heteroatoms, epoxy compounds containing ether bonds, epoxy compounds containing hydroxyl groups and phenolic hydroxyl groups, epoxy compounds containing amino groups, epoxy compounds containing ester groups, epoxy compounds containing carboxyl groups and carboxylates, epoxy compounds containing carbon-carbon double bonds, epoxy compounds containing carbon-carbon triple bonds, epoxy compounds containing amide bonds and imide bonds, epoxy compounds containing carbonyl groups, epoxy compounds containing aldehyde groups, epoxy compounds containing cyano groups, and epoxy group-containing polymers.
7. The preparation method according to claim 6, characterized in that: The (cyclo)alkyl epoxy compound is ethylene oxide, propylene oxide, tetrahydrofuran, hexyl oxide, methyl propylene oxide (isobutylene oxide), 3,4-epoxytetrahydrofuran, 1,2-epoxycyclododecane, exo-2,3-epoxynorbornane, 2,3-epoxypropylnorbornane, nonadecane oxide, cyclohexene oxide, 1,2-epoxycyclopentane, 1,2-epoxycyclooctane, 1,2-epoxybutane, 1,2-epoxyhexane, 1,2-epoxyheptane, 1,2-epoxydecane, 1,2-epoxyoctane, 1,2-epoxydodecane, 1,2-epoxytetradecane, 1,2-epoxyhexadecane, 1,2-epoxyocta ... , at least one of 2-epoxyeicosane, 1,4-epoxycyclohexane, 2-tridecyl oxirane, 1,2-epoxy-3-methylbutane, 2,3-epoxybutane, 2-butyl-2-ethyl oxirane, 4-methyl-1,2-epoxycyclohexane, propyl oxirane, 1-methyl-1,2-epoxycyclohexane, α-epoxypinane, spiro[oxirane-2,2-tricyclo[3.3.1.1~3,7~]decane], meso-1,2:3,4-diepoxybutane, diepoxy butadiene, 1,5-hexadiene diepoxide, dicyclopentadiene epoxide, and 1,2,7,8-diepoxyoctane; The heteroatom-containing alkyl epoxy compound is epifluoropropane, epichlorohydrin, epibromopropane, methylthiopropane, 2-(chloromethyl)-1,2-epoxypropane, 2-(chloromethyl)-1,2-epoxybutane, 2-(bromomethyl)-epoxybutane, 3-bromoepoxybutane, 2,3-epoxypropyltrimethylammonium chloride, epoxy-terminated silicone oil, end-epoxy heptachlor, 1,2-epoxy-3,3,3-trifluoropropane, 2,2-bis(trifluoromethyl)ethylene oxide, 3-(perfluoro-n-octyl)-1,2-epoxypropane, 2-(2,2,3,3,4,4,4-heptafluorobutyl)ethylene oxide, 2,2,3,3, 4,4,5,5,5-nonafluoropentyl oxirane, 3-[(2-perfluorohexyl)ethoxy]-1,2-epoxypropane, 1H,2H,3H,3H-perfluoro-1,2-epoxytridecane, 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl oxirane, 2-(2-bromoethyl)oxirane, 5-fluoro-2-(oxiran-2-yl)pyridine, 1-tert-butoxy-3,4-epoxypiperidine, 1-tert-butoxy-4-(oxiran-2-ylmethyl)-4-hydroxypiperidine, N-tert-butoxy-2,3-aminoepoxypropane, 4-epoxypropaneoxycarbazole, 9-(Oxiran-2-ylmethyl)-9H-carbazole, 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline, 4-(Oxiran-2-ylmethyl)morpholine, 3,4-epoxytetrahydrothiophene-1,1-dioxide, 2-((thiophen-2-ylmethoxy)methyl)oxirane, 3,6-dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole, 1-(2,3-epoxypropyl)-2-methyl-5-nitroimidazole, 5,6-epoxyhexyltriethoxysilane, (3-glycidoxypropyl)dimethylethoxysilane, [8-(glycidoxy)-n-octyl]trimethoxy silane, 2-(3,4-epoxycyclohexyl)ethyltriethoxysilane, 2-(3,4-epoxycyclohexyl)ethylmethyldiethoxysilane, 3-[(2,3)-epoxypropyloxy]propylmethyldimethoxysilane, 3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropyltriethoxysilane, diethoxy(3-glycidyloxypropyl)methylsilane, 1,1,1,3,5,5,5-heptamethyl-3-(3-glycidyloxypropyl)trisiloxane, 4-epoxypropyloxy-2,2,6,6-tetramethylpiperidinyl1-oxyl free radical, spiro[1-azabicyclo[2.2.2] octane-3,2'-oxirane] hydrochloride, trimethoxy[3-(oxiranylmethoxy)propyl]-silane hydrolyzate, (R)-2-chloro-1-((2-methyloxiran-2-yl)methyl)-4-nitro-1H-imidazole, (2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiranyl]-1-pentanone trifluoroacetate, (R)-2-amino-4-methyl-1-((S)-2-methyloxiran-2-yl)pentan-1-one 2,2,2-trifluoroacetate, At least one of fosfomycin sodium, 2,2'-(2,2,3,3,4,4,5,5-octafluorohexane-1,6-diyl)bis(oxirane), 5,5-dimethyl-1,3-bis(oxirane-2-ylmethyl)imidazolidine-2,4-dione, 1,3-bis(3-glycidyloxypropyl)-1,1,3,3-tetramethyldisiloxane, tetraepoxycyclosiloxane, tetraepoxycyclohexylethyl-2,4,6,8-tetramethylcyclotetrasiloxane, and 1,3-bis(N,N-diglycidylaminomethyl)cyclohexane; The aromatic epoxy compound is epoxystyrene (styrene oxide), 2-phenylpropylene oxide, (2,3-epoxypropyl) benzene, stilbene oxide, 1,1-diphenylethylene oxide, 6,6A-dihydro-1AH-indeno[1,2-B]ethylene oxide, 1,4-epoxy-1,4-dihydronaphthalene, 2-(naphthalene-2-yl)ethylene oxide, 2-(naphthalene-2-ylmethyl)ethylene oxide, 6'-methoxy-1a',7b'-dihydrospiro At least one of [cyclohexane-1,2'-oxirane[c]chromene, phenoxymethyloxirane, 1,2:5,6-diepoxyhexahydroindane, 9,9-bis[(2,3-epoxypropyloxy)phenyl]fluorene, 9,9-bis(4-epoxypropyloxy-3-methylphenyl)fluorene, 9,9-bis[4-(2,3-epoxypropyloxyethoxy)phenyl]fluorene, and 2,2'-[cyclohexylidenebis(4,1-phenyleneoxymethylene)]bis[oxirane]; The aromatic epoxy compounds containing heteroatoms are 2-(4-nitrophenyl)ethylene oxide, 2,7-dichlorofluorene-4-ethylene oxide, 2-(3,4-difluorophenyl)ethylene oxide, 2-(3,4-dichlorophenyl)ethylene oxide, (4-fluorophenyl)ethylene oxide, 2-(3,4-difluorophenyl)ethylene oxide, 2-(3,4-difluorophenyl)-2-methylethylene oxide, 2-(2-chlorophenyl)ethylene oxide, 2-(p-chlorophenyl)ethylene oxide, 2-(3-chloro-4-methoxyphenyl)ethylene oxide, 2-(2,4-dichloro-5-fluorophenyl)ethylene oxide, 2-(2-bromophenyl)ethylene oxide, 2-(4-bromophenyl)ethylene oxide, 1-benzyloxycarbonyl-3,4-epoxypiperidine, 6-fluoro-3, 4-dihydro-2H-1-benzopyran-2-oxirane, 2,3-dihydro-4-(2S)-2-oxirane-benzofuran, 1,2-bis(4-(oxirane-2-ylmethoxy)phenyl)disulfide, 1-[2-(2,4-difluorophenyl)-2,3-oxirane]-1H-1,2,4-triazole methanesulfonate, 4,4,5,5-tetramethyl-2-(4-(oxirane-2-ylmethoxy)phenyl)-1,3,2-dioxaborolane, 1-chloro-3-(4-(2-(4-(oxirane-2-ylmethoxy)phenyl)propan-2-yl)phenoxy)propan-2-ol, 3-(4-fluorobenzoyl)-2-isobutyryl-N,3-diphenyloxirane-2-carboxamide, 1-(( (2R,3S)-2-(2,5-difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, glycidyl-3-nitrobenzenesulfonate, glycidyl p-toluenesulfonate, (2-methyloxiran-2-yl)methyl 4-nitrobenzoate, N,N,N,N,-tetracyclyl-4,4-diaminodiphenylmethane, 2-((4-(trifluoromethyl)phenoxy)methyl)oxirane, 2-(((4-methoxybenzyl)oxy)methyl)oxirane, 5-(2R)-2-oxiranyl-8-benzyloxy-2(1H)-quinolinone, ethyl 2-[6-(4-4-chlorophenoxy)hexyl]oxiranecarboxylate, (2-methyloxiran-2-yl)methyl -4-nitrobenzoate, (2-methyloxiran-2-yl)methyl-3-nitrobenzenesulfonate, 2-oxacyclohexane-2-methyl 4-nitrobenzenesulfonate, (S)-glycidyl 3-nitrobenzenesulfonate, (2S,3S)-1,2-epoxy-3-(tert-butoxycarbonylamino)-4-phenylbutane, 2-[2-(4-chlorophenyl)ethyl]-2-(1,1-dimethylethyl)-oxirane, (2R)-REL-6-fluoro-3,4-dihydro-2-(2R)-2-oxiranyl-2H-1-benzopyran, (2R)-REL-6-fluoro-3,4-dihydro-2-(2S)-2-oxiranyl-2H-1-benzopyran, 1-[(2R,3S)-2-(2,At least one of: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, 1,5-bis(glycidyloxypropyl)-3-phenyl-1,1,3,5,5-pentamethyltrisiloxane, tris(glycidyloxypropyldimethylsiloxy)phenylsilane, triglycidyl-m-aminophenol, triglycidyl-amino-m-cresol, and N,N,N',N'-tetraglycidyl-4,4'-diaminodiphenyl ether; The epoxy compound containing ether bond is 2-((2-(2-methoxyethoxy)ethoxy)methyl)ethylene oxide, 2-((1-ethoxyethoxy)methyl)ethylene oxide, 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide, glycidyl methyl ether, epoxy propenone ether, epoxy acrolein diethyl acetal, 4-[(2,3-epoxypropoxy)methyl]-2,2-dimethyl-1,3-dioxolane, glycidyl phenyl ether, glycidyl 2-methoxyphenyl ether, epoxy schisandra propyl, 2-((2-isopropylphenoxy)methyl)ethylene oxide, 2-((4-isopropylphenoxy)methyl)ethylene oxide, 2-(2-methoxyphenyl)ethylene oxide, 2-(4- 2-((3-methoxyphenoxy)methyl)oxirane, 2-[(4-methoxyphenyl)methyl]oxirane, 2-[2-(benzyloxy)ethyl]oxirane, 2,3-bis((benzyloxy)methyl)oxirane, 2-((3,4-di(benzyloxy)phenoxy)methyl)oxirane, 1,2-epoxy-3-(3-methylphenoxypropane), (3-phenyloxirane-2-yl)methanol, 2-((2,4-difluorophenoxy)methyl)oxirane, 2-[(4-bromophenoxy)methyl]oxirane, 3-(1-naphthyloxy)-1,2-epoxypropane, [[4-[ [2-(1-methylethoxy)ethoxy]methyl]phenoxy]methyl]ethylene oxide, allyl glycidyl ether, phenyl glycidyl ether, glycidyl methacrylate, n-butyl glycidyl ether, benzyl glycidyl ether, octyl glycidyl ether, 2-toluene glycidyl ether, 2-biphenyl glycidyl ether, tert-butyl glycidyl ether, isopropyl glycidyl ether, C8-10 alkyl glycidyl ether, C12-14-alkyl glycidyl ether, glycidyl propargyl ether, glycidyl methyl ether, cardanol glycidyl ether, glycidyl dodecanol, 4-hydroxybutyl acrylate glycidyl ether, tert-butyl dimethylsilyl glycidyl ether, bisphenol A (2,3-dihydroxypropyl) glycidyl at least one of ether, vinylcyclohexene dioxide, neopentyl glycol diglycidyl ether, 1,4-butanediol diglycidyl ether, 2,2'-[oxybis(2,1-ethyleneoxymethylene)]bisoxirane, ethylene glycol glycidyl ether, glycerol diglycidyl ether, bisphenol F diglycidyl ether, bisphenol A diglycidyl ether, 4,4'-biphenyl bisphenol diglycidyl ether, bisphenol A propoxylated diglycidyl ether, 1,4-bis[(glycidyloxy)methyl]cyclohexane, 3,3",5,5"-tetramethylbiphenyl bisphenol diglycidyl ether, glycerol triglycidyl ether, trimethylolpropane triglycidyl ether, tri(4-hydroxyphenyl)methane triglycidyl ether, and pentaerythritol glycidyl ether; The epoxy compound containing hydroxyl group and phenolic hydroxyl group is at least one of 2-(oxiran-2-yl)ethanol, glycidol (glycidol), 2-methylglycidol, 2-(oxiran-2-yl)ethanol, 4-(oxiran-2-methoxy)-1-butanol, 2,2,6,6-tetramethyloxirane-4-ol, epoxycapryl alcohol, cycloastragenol, 4-epoxyisoeugenol, 24(S),25-epoxycholesterol, cholesterol-5α,6α-epoxide, 5α-6α-epoxycholestanol-D7 and 3-acetyldeoxyfurantoin. The amine-containing epoxy compound is at least one of 2-methyl-N-(oxiran-2-ylmethyl)propane-2-amine and N,N-bis(benzyl)oxiranemethylamine; The epoxy compound containing an ester group is glycidyl acrylate, tert-butyl oxirane-2-carboxylate, methyl 3,4-epoxycyclohexanecarboxylate, methyl 9,10-epoxyoctadecanoate, methyl acrylate (3,4-epoxycyclohexyl), methyl 3,4-epoxycyclohexyl methyl methacrylate, tert-butyl 3-(oxirane-2-yl)piperidin-1-carboxylate, heptadecan-9-yl 6-(oxirane-2-yl)hexanoate, ethyl 2,3-epoxypropionate, oxiranyl methyl neodecanoate, ethyl 7-(oxirane-2-yl)heptanoate, butyl 8-(oxirane-2-yl)octanoate, methyl 8-(oxirane-2-yl)octanoate, oxiran-2-yl methyl dodecanoate, 3-methyl 3-[5-(oxiran-2-yl)pentyl]undecanoic acid methyl ester, epoxy soybean oil, 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexylcarboxylate, glycidyl butyrate, glycidyl oleate, glycidyl stearate, glycidyl palmitate, glycidyl methacrylate, methyl 2-methyl glycidyl, glycidyl butyl, glycidyl butyrate, glycidyl 4-tert-butylbenzoate, ethyl 3-phenyl glycidyl, glycidyl p-toluenesulfonate, ethyl 3-methyl-3-phenyl glycidyl, tert-butyl methyl (3-(oxiran-2-yl)propyl)carbamate, 3β-acetoxy-11α, 12α-Epoxyoleanane-13β,28-lactone, 11α,12α-epoxy-3β,23-dihydroxy-30-norolean-20(29)-ene-28,13β-lactone, (3β,11α,12α,13α)-11,12-epoxy-13-methyl-27-norolean-14-ene-3-ol hexadecanoate, tert-butyl ((S)-4-methyl-1-((S)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate, tert-butyl N-[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxo-2-pentyl]carbamate, tert-butyl 9-(((E) -4-((2S,3R,4R,5S)-3,4-dihydroxy-5-(((2S,3S)-3-((2S,3S)-3-hydroxybutan-2-yl)oxiran-2-yl)methyl)tetrahydro-2H-pyran-2-yl)-3-methylbut-2-enoyl)oxy)nonanoic acid lithium ester, 3,3-diphenyl-2,3-epoxypropionic acid methyl ester, oxiran-2-yl methyl benzoate, 2-phenyloxirane-1-carboxylic acid methyl ester, 3-(2-(benzyloxy)phenyl)oxirane-2-carboxylic acid ethyl ester, 1,4-epoxynaphthalene-1(4H)-carboxylic acid methyl ester, 8,9-epoxy-3-isobutyryl-10-(2-methylbutyryl)thymol, 3-benzo[1,3] dioxo-1-5-yl-oxirane carboxylic acid methyl ester, methyl 3-(4-methoxyphenyl)oxirane-2-carboxylate, 3-(benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoate, 19,20-epoxycytochalasin D, 4-nitrobenzenesulfonic acid oxirane-2-yl methyl ester, oxirane methyl iminodiacetate, tert-butyl N-(2-oxirane methyl) carbamate, tert-butyl (2-(oxirane-2-yl) ethyl) carbamate, tert-butyl (3-(oxirane-2-yl) propyl) carbamate, ((R)-1-((S)-oxirane-2-yl)-2-phenylethyl ) tert-butyl carbamate, (1S)-1-(2R)-oxiranyl-2-phenylethyl carbamate, (2b,3a,16a.17a) diepoxy-17b-acetoxy-5α-androstane, 1,4-cyclohexanedimethanol bis(3,4-epoxycyclohexanecarboxylic acid) ester, 4,5-epoxytetrahydrophthalic acid diglycidyl ester, tri(oxiran-2-ylmethyl)benzene-1,3,5-tricarboxylate, bis(7-oxabicyclo[4.1.0]3-heptylmethyl) adipate, 1,2-cyclohexanedicarboxylic acid diglycidyl ester, 4-cyclohexene-1,2-dicarboxylic acid diglycidyl ester; The epoxy compound containing carboxyl and carboxylate is at least one of 2,3-oxiranedicarboxylic acid, 8,9-oxirane-5Z,11Z,14Z-trienoic acid, (2R,3R)-3-(ethoxycarbonyl)oxirane-2-carboxylic acid, oxirane formic acid, 2-(oxirane-2-yl)acetic acid, epoxy linseed oil, oxirane-2-carboxylic acid potassium, 14(R),15(S)-epoxy-(5Z,8Z,11Z)-eicosatrienoic acid, 4,5-oxiraneartemisinic acid, α-epoxydihydroartemisinic acid, epoxysuccinic acid, 1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid, 2-4-[(oxirane-2-yl)methoxy]phenylacetic acid, and 9,10:12,13-diepoxyoctadecanoic acid; The epoxy compound containing carbon-carbon double bonds is at least one of 2-(but-3-ene-1-yl)oxirane, 1,2-epoxy-5-hexene, 1,2-epoxy-7-octene, 1,2-epoxy-9-decene, 1,2-epoxy-5-cyclooctene, 3,4-epoxy-1-butene, 4,5-epoxy-2(E)-decene, 3,4-epoxy-1-cyclohexene, limonene 1,2-epoxide, 2,3-epoxysqualene, epoxidized humulene, and glycidyl furfuryl ether; The epoxy compound containing a carbon-carbon triple bond is ginseng epoxy alkynol; The epoxy compound containing amide bonds and imide bonds is at least one of 2-[4-(2-oxiranylmethoxy)phenyl]acetamide, N-(2,3-epoxypropyl)phthalimide, epoxymycin, N-cyclohexyl-N'-[4-(2,3-epoxypropyloxy)phenyl]urea, N-(2,3-epoxypropyl)phthalamide, N-methyl-N-(2S)oxiran methylmethanesulfonamide, 1aH-dibenzo[b,f]oxiran[2,3-d]azepine-6(10bH)-carboxamide, (R)-6-(benzyloxy)-8-(oxiran-2-yl)-2H-benzo[b][1,4]oxazine-3(4H)-one, E-64 protease inhibitor, alomistatin acid, and triglycidyl isocyanurate; The carbonyl-containing epoxy compound is 16,17-epoxyprogesterone, 16,17-α-epoxypregnenolone, 16,17-α-epoxypregnenolone acetate, 11a-hydroxy-16,17a-epoxyprogesterone, betamethasone epoxy, 13α(21)-epoxy-widenone, 1,3-diphenyl-2,3-epoxy-1-propanone, germerone-4,5-epoxide, 1-(2-(2,3-epoxypropoxy)phenyl-3-phenyl-1-propanone, 6Α,7Α-epoxy-2-oxabicyclo[3.3.0] -3-octanone, vitamin K12,3-epoxide, 2-(2-(2-oxiranyl)ethyl)isoindoline-1,3-dione, 3a,4,7,7a-tetrahydro-4,7-epoxyisobenzofuran-1,3-dione, (8R,9S,10R,13S,14S)-10,13-dimethylspiro[7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthrene-6,2'-oxiran]-3,17(10H,14H)-dione; The aldehyde-containing epoxy compound is 3-(oxiran-2-ylmethoxy)benzaldehyde; The cyano group-containing epoxy compound is at least one of 2-(oxiran-2-yl)acetonitrile, 3-(oxiran-2-yl)benzonitrile and tetracyanoethylene oxide; The epoxy-containing polymer is epoxy resin, epoxidized polybutadiene, epoxidized polyisoprene, epoxidized butyl rubber, polydimethylsiloxane terminated with glycidyloxypropyl, polydimethylsiloxane terminated with epoxycyclohexylethyl, polydimethylsiloxane terminated with (glycidyloxypropyl)dimethoxysilyl, polydimethylsiloxane terminated with monoglycidyl ether, polydimethylsiloxane terminated with diglycidyl ether, glycidyl terminated bisphenol A epichlorohydrin copolymer, polydimethylsiloxane terminated with (2,3-epoxy) n-propyl monoether, cage-type polysilsesquioxane-[2-(3,4-epoxycyclohexyl)ethyl]-substituted heptaisobutyl, octa[(3-oxyglycidyl)ethyl]-substituted heptaisobutyl] The invention can be selected from the group consisting of at least one of a cage-type polysilsesquioxane substituted with [(propylene glycol)dimethylsiloxy] substituted cage-type polysilsesquioxane, polyethylene glycol diglycidyl ether, methoxy polyethylene glycol glycidyl ether, α-alkynyl-ω-glycidyl polyethylene glycol, α-carboxy-ω-glycidyl polyethylene glycol, α-aldehyde-ω-glycidyl polyethylene glycol, polyethylene glycol glycidyl dodecyl ether, poly(propylene glycol) diglycidyl ether, [(epoxycyclohexylethyl) methylsiloxane]-dimethylsiloxane copolymer, [(glycidoxypropyl) methylsiloxane]-dimethylsiloxane copolymer, poly(ethylene-co-methyl acrylate-co-glycidyl methacrylate), and polysucrose.
8. The preparation method according to claim 1, characterized in that: The initiator is a single-component initiator or a two-component initiator, the single-component initiator is a strong organic acid or an anhydride or ester corresponding to the strong organic acid, the two-component initiator includes a first initiator and a second initiator, the first initiator is a small molecule initiator with an active initiation site, the second initiator is a salt or Lewis acid corresponding to the strong organic acid, and the small molecule initiator is selected from at least one of allyl chloride, allyl bromide, methylallyl chloride, methylallyl bromide, benzyl chloride, benzyl bromide, α,α-dimethylbenzyl chloride, α,α-dimethylbenzyl bromide, 1,3-di(chloromethyl)benzene, 1,3-di(bromomethyl)benzene, 1,4-di(chloromethyl)benzene, 1,4-di(bromomethyl)benzene, 1,3,5-tri(chloromethyl)benzene, and 1,3,5-tri(bromomethyl)benzene.
9. The preparation method according to claim 1, characterized in that: The reaction terminator is deionized water or an alkyl alcohol solution or a mercaptan solution.
10. A polydisulfide polymer material containing hydroxy ester groups, characterized in that: The polymer material is prepared according to the preparation method according to any one of claims 1-9.
Citation Information
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