Part I. Characterization and polymerization of quinuclidinium-carboxylate inner salt. Part II. Alternating copolymerization of 2-substituted-2-oxazoline and epoxide.
Item
-
Title
-
Part I. Characterization and polymerization of quinuclidinium-carboxylate inner salt. Part II. Alternating copolymerization of 2-substituted-2-oxazoline and epoxide.
-
Identifier
-
AAI9108142
-
identifier
-
9108142
-
Creator
-
Lu, Caixia.
-
Contributor
-
Adviser: George Odian
-
Date
-
1990
-
Language
-
English
-
Publisher
-
City University of New York.
-
Subject
-
Chemistry, Polymer | Chemistry, Organic
-
Abstract
-
Part I. Zwitterion I, 1- ((4-carboxyphenyl)methyl) -quinuclidium inner salt, prepared from quinuclidine and 4-(chloromethyl)-benzoic acid as a monohydrate, was stable at room temperature. The monohydrate lost its water of hydration at 90{dollar}\sp\circ{dollar}C under vacuum to form a stable anhydrous zwitterion. Bulk polymerizations of both the hydrate and the anhydrous zwitterion were studied at 170-260{dollar}\sp\circ{dollar}C. Polymers with structure II were produced with number average molecular weight in the range 4,000 to 16,000 g/mole. {dollar}\sp1{dollar}H, {dollar}\sp{lcub}1 3{rcub}{dollar}C, 2-D COSY NMR and FT-IR spectroscopies were used for the identification of structures I and II. The molecular weight of polymer II was determined by VPO and thermal properties of the polymer were evaluated by DSC and TGA.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI).;Part II. The alternating copolymerizations of 2-substituted-2-oxazolines and styrene oxide have been studied for the first time. The 2-substituted-2-oxazolines employed were 2-methyl-2-oxazoline (MeOXA), 2-t-butyl-oxazoline (t-BuOXA), and 2-phenyl-2-oxazoline (PhOXA).;In order to synthesize the alternating copolymer of oxazoline and styrene oxide, poly (2-phenyl-4-alkanoyl-1-oxa-4-azahexanediyl) (VI), two different approaches have been used: Approach 1--Directly copolymerize the 2-oxazoline and styrene oxide. In this approach, both homopolymerization of styrene oxide and copolymerization of oxazoline and styrene oxide were involved. Approach 2--Synthesize a bicyclic amide acetal (V) from the oxazoline and styrene oxide first, then homopolymerize the bicylic compound using methyl tosylate as a cationic initiator to produce the desired alternating copolymer (VI):(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI).;The synthesis of bicyclic amide acetals and some of its reactions have been also studied in detail.;NMR and IR spectroscopies were used for characterization of the prepared compounds and VPO was used to determine the molecular weights of the polymers.
-
Type
-
dissertation
-
Source
-
PQT Legacy CUNY.xlsx
-
degree
-
Ph.D.
