POLYMERIZATION OF ALPHA-HALOGENATED P-XYLENES WITH BASE
POLYMERIZATION OF ALPHA-HALOGENATED P-XYLENES WITH BASE
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DOI:
10.1002/pol.1966.150040602
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发表时间:
1966-01-01
期刊:
影响因子:
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通讯作者:
WHEELWRIGHT, WL
中科院分区:
文献类型:
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作者:
GILCH, HG;WHEELWRIGHT, WL
Various α‐halo‐p‐xylenes have been polymerized with base yieldingp‐xylylene polymers. The reaction involves a 1,6‐dehydrohalogenation to give a xylylene which then polymerizes. α,α′‐Dichloro‐p‐xylene forms poly‐α‐chloro‐p‐xylylene and polymers containing stilbene units; α,α,α′,α′‐tetrachloro‐p‐xylene gives poly‐α,α,α′‐trichloro‐p‐xylylene; alkyl, aryl, and halogen ring‐substituted α‐chloro‐p‐xylenes give the corresponding ring‐substituted poly‐p‐xylylenes. The more halogens in the α positions (up to five), the weaker the base necessary for dehydrohalogenation. Sodium hydroxide in methanol will polymerize tetrachloro‐p‐xylene, while potassiumtert‐butoxide in refluxingp‐xylene is necessary to polymerize α‐chloro‐p‐xylenes. Stilbenes are formed when α‐halo‐p‐xylenes are reacted with potassiumtert‐butoxide in polar solvents such as dimethyl sulfoxide.