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Title: Methods for the synthesis of deuterated vinyl pyridine monomers

Abstract

Methods for synthesizing deuterated vinylpyridine compounds of the Formula (1), wherein the method includes: (i) deuterating an acyl pyridine of the Formula (2) in the presence of a metal catalyst and D.sub.2O, wherein the metal catalyst is active for hydrogen exchange in water, to produce a deuterated acyl compound of Formula (3); (ii) reducing the compound of Formula (3) with a deuterated reducing agent to convert the acyl group to an alcohol group, and (iii) dehydrating the compound produced in step (ii) with a dehydrating agent to afford the vinylpyridine compound of Formula (1). The resulting deuterated vinylpyridine compounds are also described.

Inventors:
; ;
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1167208
Patent Number(s):
8,933,237
Application Number:
14/156,916
Assignee:
UT-Battelle, LLC (Oak Ridge, TN) ORNL
DOE Contract Number:  
AC05-00OR22725
Resource Type:
Patent
Resource Relation:
Patent File Date: 2014 Jan 16
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE

Citation Formats

Hong, Kunlun, Yang, Jun, and Bonnesen, Peter V. Methods for the synthesis of deuterated vinyl pyridine monomers. United States: N. p., 2015. Web.
Hong, Kunlun, Yang, Jun, & Bonnesen, Peter V. Methods for the synthesis of deuterated vinyl pyridine monomers. United States.
Hong, Kunlun, Yang, Jun, and Bonnesen, Peter V. Tue . "Methods for the synthesis of deuterated vinyl pyridine monomers". United States. doi:. https://www.osti.gov/servlets/purl/1167208.
@article{osti_1167208,
title = {Methods for the synthesis of deuterated vinyl pyridine monomers},
author = {Hong, Kunlun and Yang, Jun and Bonnesen, Peter V},
abstractNote = {Methods for synthesizing deuterated vinylpyridine compounds of the Formula (1), wherein the method includes: (i) deuterating an acyl pyridine of the Formula (2) in the presence of a metal catalyst and D.sub.2O, wherein the metal catalyst is active for hydrogen exchange in water, to produce a deuterated acyl compound of Formula (3); (ii) reducing the compound of Formula (3) with a deuterated reducing agent to convert the acyl group to an alcohol group, and (iii) dehydrating the compound produced in step (ii) with a dehydrating agent to afford the vinylpyridine compound of Formula (1). The resulting deuterated vinylpyridine compounds are also described.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Jan 13 00:00:00 EST 2015},
month = {Tue Jan 13 00:00:00 EST 2015}
}

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Works referenced in this record:

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1H-NMR spectra of epimerized polymers derived from isotactic poly(β,β-dideuterio-2-vinylpyridine)
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