Polymers derived from fluoroketones. III. Monomer synthesis, polymerization, and wetting properties of poly(allyl ether) and poly(vinyl ether)
Polymers derived from fluoroketones. III. Monomer synthesis, polymerization, and wetting properties of poly(allyl ether) and poly(vinyl ether)
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衍生自氟代酮的聚合物。
DOI：
10.1002/pol.1968.150060631
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发表时间：
1968
期刊：
影响因子：
--
通讯作者：
D. L. Sharp
中科院分区：
文献类型：
--
作者：
A. Pittman;B. A. Ludwig;D. L. Sharp
介绍了一系列由全卤代酮衍生的全卤代烯丙基醚和全卤代乙烯基醚的合成和聚合反应。还提供了高分子量七氟异丙基乙烯基醚和低分子量聚（七氟异丙基烯丙基醚）的润湿临界表面张力（γc）的数据。烯丙基醚的制备是氟化钾-全卤代丙酮加合物与烯丙基卤（例如烯丙基溴）之间的一步高产率置换反应。乙烯基醚通过两步法制备，该两步法包括用KF-全卤代丙酮加合物从1，2-二卤代乙烷中置换卤化物，并将1-卤代-2-全卤代烷氧基乙烷脱卤化氢成乙烯基醚。通过使用高浓度的自由基引发剂，用七氟异丙基烯丙基醚获得低分子量聚合物。低分子量聚（七氟异丙基烯丙基醚）的γ c为21达因/厘米。用三丁基硼烷-氧或用VCl 3-AIR 3、用γ辐射或通过暴露于紫外光没有获得聚合物。高分子量聚合物从七氟异丙基乙烯基得到无论是通过使用月桂基过氧化物或紫外光，但不是通过暴露于BF 3-醚合物。聚（七氟异丙基乙烯基醚）的γ c范围为14.2至14.6达因/厘米，并讨论了该值与聚（丙烯酸七氟异丙酯）γ c的关系。
The synthesis and polymerization of a series of perhaloalkyl allyl and vinyl ethers derived from perhaloketones is described. Data on the critical surface tension of wetting (γc) for high molecular weight polymers of heptafluoroisopropyl vinyl ether and low molecular weight poly(heptafluoroisopropyl allyl ether) is also presented. Preparation of the allyl ethers is a one‐step, high‐yield displacement reaction between the potassium fluoride–perhaloacetone adduct and an allyl halide, such as allyl bromide. The vinyl ethersare prepared by a two‐step process which involves displacement of halide from a 1,2‐dihaloethane with a KF–perhaloacetone adduct and dehydrohalogenation of the 1‐halo‐2‐perhaloalkoxyethane to a vinyl ether. Low molecular weight polymers were obtained with heptafluoroisopropyl allyl ether by using a high concentration of a free‐radical initiator. The low molecular weight poly(heptafluoroisopropyl allyl ether) had a γcof 21 dyne/cm. No polymer was obtained with tributylborane–oxygen or with VCl3–AIR3, with gamma radiation, or by exposure to ultraviolet light. High molecular weight polymers were obtained from heptafluoroisopropyl vinyl either by using either lauryl peroxide or ultraviolet light but not by exposure to BF3–etherate. The γcfor poly(heptafluoroisopropyl vinyl ether) ranged from 14.2 to 14.6 dyne/cm., and the significance of this value is discussed in relation to the γcfor poly(heptafluoroisopropyl acrylate).