October 28, 2024 Longchang Chemical

Reaction mechanism of epoxy resin and polythiol monomer?

The reaction mechanism between epoxy resins and polythiols mainly involves the interaction between the thiol group and the epoxy group. The following is the detailed reaction mechanism:
Reaction initiation:

During the reaction between polythiols and epoxy resins, the unshared electron pair on the tertiary amine will first capture the active hydrogen of the thiol group, resulting in an anionic charge on the sulfur atom.

 

Nucleophilic addition reaction:

The negatively charged sulfur atom reacts with the alpha carbon atom on the epoxy resin in a process called a nucleophilic addition reaction.

This reaction results in the opening of the ternary epoxy group of the epoxy resin to form two hydroxyl groups.

 

Thiol-oxygen bonds are formed:

The sulfur atom in the thiol group reacts with the oxygen atom in the epoxy group in a nucleophilic addition reaction to form a sulfur-oxygen bond, which is a key step in the curing process.

 

Crosslink structure formation:

The two hydroxyl groups formed in the epoxy resin further react with the mercaptan groups contained in the polythiol to form a crosslinked structure.

This cross-linking structure binds the polythiol to the epoxy resin.

 

Curing Results:

Through the above reaction, the polythiol and the epoxy resin are combined to form a solid material that is resistant to abrasion, corrosion, and high temperatures.

 

Reaction Characteristics:

The curing time of polysulfide-cured epoxy is generally between a few minutes and a few hours, and does not require high temperature or high pressure treatment, which makes it widely used in industrial production.

The cured material has excellent physical and chemical properties, such as abrasion resistance, corrosion resistance, good insulation and other characteristics.

In summary, the reaction mechanism of epoxy resin and polythiol is a complex but highly efficient process, which realizes the close bonding and curing of the two materials through nucleophilic addition reaction and the formation of cross-linked structure.

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Polythiol/Polymercaptan
DMES Monomer Bis(2-mercaptoethyl) sulfide 3570-55-6
DMPT Monomer THIOCURE DMPT 131538-00-6
PETMP Monomer PENTAERYTHRITOL TETRA(3-MERCAPTOPROPIONATE) 7575-23-7
PM839 Monomer Polyoxy(methyl-1,2-ethanediyl) 72244-98-5
Monofunctional Monomer
HEMA Monomer 2-hydroxyethyl methacrylate 868-77-9
HPMA Monomer 2-Hydroxypropyl methacrylate 27813-02-1
THFA Monomer Tetrahydrofurfuryl acrylate 2399-48-6
HDCPA Monomer Hydrogenated dicyclopentenyl acrylate 79637-74-4
DCPMA Monomer Dihydrodicyclopentadienyl methacrylate 30798-39-1
DCPA Monomer Dihydrodicyclopentadienyl Acrylate 12542-30-2
DCPEMA Monomer Dicyclopentenyloxyethyl Methacrylate 68586-19-6
DCPEOA Monomer Dicyclopentenyloxyethyl Acrylate 65983-31-5
NP-4EA Monomer (4) ethoxylated nonylphenol 50974-47-5
LA Monomer Lauryl acrylate / Dodecyl acrylate 2156-97-0
THFMA Monomer Tetrahydrofurfuryl methacrylate 2455-24-5
PHEA Monomer 2-PHENOXYETHYL ACRYLATE 48145-04-6
LMA Monomer Lauryl methacrylate 142-90-5
IDA Monomer Isodecyl acrylate 1330-61-6
IBOMA Monomer Isobornyl methacrylate 7534-94-3
IBOA Monomer Isobornyl acrylate 5888-33-5
EOEOEA Monomer 2-(2-Ethoxyethoxy)ethyl acrylate 7328-17-8
Multifunctional monomer
DPHA Monomer Dipentaerythritol hexaacrylate 29570-58-9
DI-TMPTA Monomer DI(TRIMETHYLOLPROPANE) TETRAACRYLATE 94108-97-1
Acrylamide monomer
ACMO Monomer 4-acryloylmorpholine 5117-12-4
Di-functional Monomer
PEGDMA Monomer Poly(ethylene glycol) dimethacrylate 25852-47-5
TPGDA Monomer Tripropylene glycol diacrylate 42978-66-5
TEGDMA Monomer Triethylene glycol dimethacrylate 109-16-0
PO2-NPGDA Monomer Propoxylate neopentylene glycol diacrylate 84170-74-1
PEGDA Monomer Polyethylene Glycol Diacrylate 26570-48-9
PDDA Monomer Phthalate diethylene glycol diacrylate
NPGDA Monomer Neopentyl glycol diacrylate 2223-82-7
HDDA Monomer Hexamethylene Diacrylate 13048-33-4
EO4-BPADA Monomer ETHOXYLATED (4) BISPHENOL A DIACRYLATE 64401-02-1
EO10-BPADA Monomer ETHOXYLATED (10) BISPHENOL A DIACRYLATE 64401-02-1
EGDMA Monomer Ethylene glycol dimethacrylate 97-90-5
DPGDA Monomer Dipropylene Glycol Dienoate 57472-68-1
Bis-GMA Monomer Bisphenol A Glycidyl Methacrylate 1565-94-2
Trifunctional Monomer
TMPTMA Monomer Trimethylolpropane trimethacrylate 3290-92-4
TMPTA Monomer Trimethylolpropane triacrylate 15625-89-5
PETA Monomer Pentaerythritol triacrylate 3524-68-3
GPTA ( G3POTA ) Monomer GLYCERYL PROPOXY TRIACRYLATE 52408-84-1
EO3-TMPTA Monomer Ethoxylated trimethylolpropane triacrylate 28961-43-5
Photoresist Monomer
IPAMA Monomer 2-isopropyl-2-adamantyl methacrylate 297156-50-4
ECPMA Monomer 1-Ethylcyclopentyl Methacrylate 266308-58-1
ADAMA Monomer 1-Adamantyl Methacrylate 16887-36-8
Methacrylates monomer
TBAEMA Monomer 2-(Tert-butylamino)ethyl methacrylate 3775-90-4
NBMA Monomer n-Butyl methacrylate 97-88-1
MEMA Monomer 2-Methoxyethyl Methacrylate 6976-93-8
i-BMA Monomer Isobutyl methacrylate 97-86-9
EHMA Monomer 2-Ethylhexyl methacrylate 688-84-6
EGDMP Monomer Ethylene glycol Bis(3-mercaptopropionate) 22504-50-3
EEMA Monomer 2-ethoxyethyl 2-methylprop-2-enoate 2370-63-0
DMAEMA Monomer N,M-Dimethylaminoethyl methacrylate 2867-47-2
DEAM Monomer Diethylaminoethyl methacrylate 105-16-8
CHMA Monomer Cyclohexyl methacrylate 101-43-9
BZMA Monomer Benzyl methacrylate 2495-37-6
BDDMP Monomer 1,4-Butanediol Di(3-mercaptopropionate) 92140-97-1
BDDMA Monomer 1,4-Butanedioldimethacrylate 2082-81-7
AMA Monomer Allyl methacrylate 96-05-9
AAEM Monomer Acetylacetoxyethyl methacrylate 21282-97-3
Acrylates Monomer
IBA Monomer Isobutyl acrylate 106-63-8
EMA Monomer Ethyl methacrylate 97-63-2
DMAEA Monomer Dimethylaminoethyl acrylate 2439-35-2
DEAEA Monomer 2-(diethylamino)ethyl prop-2-enoate 2426-54-2
CHA Monomer cyclohexyl prop-2-enoate 3066-71-5
BZA Monomer benzyl prop-2-enoate 2495-35-4

 

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