Acetal copolymers: Syntheses and modification.
Item
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Title
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Acetal copolymers: Syntheses and modification.
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Identifier
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AAI9510745
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identifier
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9510745
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Creator
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Zheng, Yongchang.
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Contributor
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Adviser: Nan-Loh Yang
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Date
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1992
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Language
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English
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Publisher
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City University of New York.
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Subject
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Chemistry, Polymer
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Abstract
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Acetal polymers usually do not contain reactive functional groups other than hydroxyl end groups. The objective of this research is to synthesize acetal copolymers with functional groups which are reactive for further modification. For these purposes, cyclic ethers, such as:(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI)and their derivatives are employed as comonomers.;In this study, the derivatives of dioxane, 5-ethyl-5-hydroxy-methyl-1,3-dioxane and its acrylate ester were synthesized and copolymerized with trioxane. Copolymerization of trioxane with 5-ethyl-5-hydroxymethyl-1,3-dioxane is characterized by substantial chain transfer. The resulting copolymers are of low molecular weight (3-6 {dollar}\times\ 10\sp3){dollar} but thermally stable. The pendant hydroxyl functional groups have been demonstrated to be reactive for further modification. Copolymerization of trioxane with acrylates of 5-ethyl-5-hydroxymethyl-1,3-dioxane gives a thermally stable copolymer with molecular weight up to {dollar}60\times10\sp3.{dollar} The structures of these copolymers were studied in detail. The pendant acrylate functional groups are shown to be reactive with low molecular weight amines and polyamides with amine end groups.;Glycerol formal derivatives, such as glycerol formal acrylate, glycerol formal benzoate, and glycerol formal acetate, were also synthesized and copolymerized with trioxane. Copolymerization of trioxane with glycerol formal acrylate gives a copolymer with higher incorporation than the 1,3-dioxane system. This provides higher level of reactive sites for further reaction. Copolymers of trioxane with glycerol formal benzoate or glycerol formal acetate can be hydrolyzed in NaOH suspension to obtain high molecular weight acetal copolymer with hydroxyl groups.;Polyacetals with backbone and pendant epoxy functional groups were synthesized through the epoxidation of acetal copolymer with backbone or pendant double bond. The reactivity of backbone and pendant epoxy groups toward amines were determined, including primary and secondary amine. The pendant epoxy groups have been shown to be more reactive than the backbone epoxy groups and acrylate groups when react with amines, especially with secondary amine.
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Type
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dissertation
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Source
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PQT Legacy CUNY.xlsx
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degree
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Ph.D.
