Synthesis, cationic polymerization and curing reaction with epoxy resin of 3,9‐di(p‐methoxybenzyl)‐1,5,7,11‐tetra‐oxaspiro(5,5)undecane

doi:10.1002/(SICI)1097-0126(200001)49:1<74::AID-PI296>3.0.CO;2-K

Paper

Synthesis, cationic polymerization and curing reaction with epoxy resin of 3,9‐di(p‐methoxybenzyl)‐1,5,7,11‐tetra‐oxaspiro(5,5)undecane

Published 2000 · C. Pan, Jinying Yuan, Ruke Bai

Polymer International

Q2 SJR score

6

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0

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Abstract

A new spiro ortho carbonate, 3,9-di(p-methoxybenzyl)-1,5,7,11-tetra-oxaspiro(5,5)undecane was prepared by the reaction of 2-methoxybenzyl-1,3-propanediol with di(n-butyl)tin oxide, following with carbon disulfide. Its cationic polymerization was carried out in dichloromethane using BF3-OEt2 as catalyst. The [1H], [13C]NMR and IR data as well as elementary analysis of the polymers obtained indicated that it underwent double ring-opening polymerization. The polymerization mechanism is discussed. The curing reaction of bisphenol A type epoxy resin in the presence of the monomer and a curing agent was investigated. DSC measurements were used to follow the curing process. In the case of boron trifluoride-o-phenylenediamine (BF3-OPDA) as curing agent, two peaks were found on the DSC curves, one of which was attributed to the polymerization of the epoxy group, and the other to the copolymerization of the monomer with the isolated epoxy groups or homopolymerization. However, when BF3-H2NEt was used as curing agent, only one peak was present. IR measurement of the modified epoxy resin with various weight ratios of epoxy resin/monomer was performed in the presence of BF3-H2NEt as curing agent. The results demonstrate that the conversion of epoxy group increases as the content of monomer increases. The curing process and the structure of the epoxy resin network are discussed. © 2000 Society of Chemical Industry

Study Snapshot

The synthesis and cationic polymerization of 3,9-di(p-methoxybenzyl)-1,5,7,11-tetra-oxaspiro(5,5)undecane led to a new epoxy resin with improved properties and a better curing process.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis, cationic polymerization and curing reaction with epoxy resin of 3,9‐di(p‐methoxybenzyl)‐1,5,7,11‐tetra‐oxaspiro(5,5)undecane

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References

Effect of Substituents on Cationic Polymerization of Six-Membered Spiro Orthocarbonates

Substituents on six-membered spiro orthocarbonates affect polymerization, with 2,8-dimethyl and 2,4,8,10-tetramethyl showing better results than 2,2,4,8,8,10-hexamethyl.

Citations

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