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A kind of photoinitiated living free radical polymerization method
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A polymerization method and photoinitiated technology, applied in the field of living radical polymerization, can solve the problems of high cost and complex structure, and achieve the effect of low cost, simple process and cheap treatment
Active Publication Date: 2019-02-12
BEIJING UNIV OF CHEM TECH
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Problems solved by technology
However, due to the complex structure and high cost of phenothiazine derivatives, it is necessary to develop organic photocatalysts with lower costs for RAFT polymerization systems, and realize photoinitiated polymerization at room temperature, to explore milder, greener and more energy-saving The new aggregation method of the important significance
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Embodiment 1
[0029] Example 1: At room temperature, 2,4-dimethoxybenzaldehyde is a photoredox catalyst, and 4-cyano-4-(phenylthioformylthio)pentanoic acid (CTP) is a chain transfer agent , DMF as solvent, photopolymerization of MMA monomer.
[0030] Massive MMA [MMA] 0 :[2,4-Dimethoxybenzaldehyde] 0 :[CTP] 0 =200:40:1, the mass fraction of monomer is 24wt%, add 2,4-dimethoxybenzaldehyde (0.6639g), CTP (0.0279g), MMA (2.00g) and DMF (6.00g) successively In a 25mL round-bottomed flask, add a stirrer, go through 3 cycles of freezing-vacuumizing-argon, seal the bottle under an inert atmosphere, and then place the reaction bottle on a magnetic stirrer, at room temperature and in a 23W compact Energy-saving lamps (800μW cm -2 @420nm) to start the reaction. After that, samples were taken regularly and dissolved / precipitated three times with tetrahydrofuran and methanol (a mixture of methanol and water with a volume ratio of 7:3) to remove unreacted monomers and solvents in the sample, and th...
Embodiment 2
[0035] Example two: at room temperature, 2,4-dimethoxybenzaldehyde is a photoredox catalyst, and 4-cyano-4-(phenylthioformylthio)pentanoic acid (CTP) is a chain transfer agent , Photopolymerization of MMA monomer when acetonitrile was used as solvent.
[0036] Referring to Example 1, in molar ratio [MMA] 0 :[2,4-Dimethoxybenzaldehyde] 0 :[CTP] 0 =200:40:1, the mass fraction of the monomer in the solvent is 24wt%, add the sample successively (substrate consumption is the same as in Example 1, only need to change the solvent) and adopt the same treatment method as in Example 1 to process the product, The obtained product is put into a vacuum oven and dried to constant weight to obtain polymethyl methacrylate. After 166 hours of reaction, the monomer conversion rate was 40.03%, and the polymer product M n =6100g mol -1 , PDI = 1.46.
Embodiment 3
[0037] Example three: at room temperature, 2,4-dimethoxybenzaldehyde is a photoredox catalyst, and 4-cyano-4-(phenylthioformylthio)pentanoic acid (CTP) is a chain transfer agent , Photopolymerization of MMA monomer when anisole is used as solvent.
[0038] Referring to Example 1, in molar ratio [MMA] 0 :[2,4-Dimethoxybenzaldehyde] 0 :[CTP] 0 =200:40:1, the monomer concentration is 24wt%, add the sample successively (the amount of substrate is the same as in Example 1, only need to change the solvent) and adopt the same treatment method as in Example 1 to process the product, and the resulting product is put into a vacuum Oven drying to constant weight can obtain polymethyl methacrylate. After 98 hours of reaction, the monomer conversion rate was 64.46%, and the polymer product M n =11000g mol -1 , PDI = 1.66.
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Abstract
The invention discloses a photoinitiated active free radical polymerization method, and concretely relates to a room temperature photoinitiated controllable / "reactive" free radical polymerization method. The method can be used for the active free radical polymerization of various (meth)acrylate monomers. The method comprises the following steps: preparing a reaction system, and carrying out a polymerization reaction at room temperature (15-25 DEG C) under an illumination condition (for example, using a 23 W domestic compact energy-saving lamp) to prepare a polymer, wherein the reaction system compriss a monomer, a catalyst and an RAFT reagent. The catalyst is benzaldehyde and derivatives thereof, the polymer having controllable relative molecular weight and narrow relative molecular weight distribution can be obtained under the illumination condition, and the obtained polymer can be used as a macromolecular initiator to initiate other monomers in order to prepare a block copolymer. The polymerization method adopting the benzaldehyde derivatives as the catalyst has the advantages of non-toxicity, cheapness, and easiness in treatment.
Description
technical field [0001] The invention relates to a method for living radical polymerization, in particular to a method for living free radical polymerization regulated by photoinitiated benzaldehyde derivatives / RAFT reagents at room temperature. The photoinitiated living radical polymerization of (meth)acrylate monomers can be realized by using the initiating system. Background technique [0002] In the 1990s, "living" / controllable radical polymerization (LRP) was developed by the combination of free radical polymerization and living polymerization. After more than 20 years of development, LRP has been widely used in the field of polymer synthesis . Among the more mature LRPs, reversible addition-fragmentation chain transfer radical (RAFT) polymerization and atom transfer radical polymerization (ATRP) have the advantages of good controllability, strong monomer applicability and strong molecular design ability. [0003] The initiation stage of RAFT polymerization is the same...
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