短碳氟链缩合剂的绿色合成与应用

doi:10.3969/j.issn.1001-1803.2021.04.004

Abstract

Abstract:

A triazine-type condensating agent with high activity, 1-chloro-3,5-bis（（octafluoropentyl）oxy）-triazine（DFCT）, was synthesized by one-pot two-step method, in which cyanuric chloride（TCT）was used as reactive group and 2,2,3,3,4,4,5,5-octafluoro-1-pentanol（OFP）was used as the source of short fluorocarbon chain. The intermediate（2,4-dichloro-6-（（octafluoropentyl）oxy）-triazine, DCFT）and the target product（DFCT）were characterized by FT-IR,¹H NMR,¹³C NMR,¹⁹F NMR and mass spectrometry. The reaction conditions were optimized according to the yield of product: Dichloromethane was used as the solvent; sodium hydroxide was used as acid binding agent; n（TCT）∶n（OFP）=1∶2.2; the reaction temperature was 0 ℃ to generate DCFT, and then 30 ℃ to obtain the target product DFCT, and the yield of DFCT was 96%. DFCT was used as a condensating agent to activate carboxylic acid which would react with amines/alcohols to produce amides（Ⅰ_a-Ⅰ_c）/esters（Ⅱ_a-Ⅱ_c）. It showed that DFCT could be used as a condensating agent for amidation and esterification reactions, and the reaction conditions were mild and easy to operate.

Key words: short fluorocarbon chain, condensating agent, synthesis, amidation, esterification

CLC Number:

TQ423

WANG Qin-qin,LI Yan-li,ZOU Wei,YAN Jie,LIU Bo,LI Hui. Green synthesis and application of a condensating agent with short fluorocarbon chain[J].China Surfactant Detergent & Cosmetics, 2021, 51(4): 288-293.

Figures/Tables 6

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References 14

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序号	中和试剂	收率^a/%
1	NaHCO₃	62
2	Na₂CO₃	69
3	NaOH	92
4	K₂CO₃	76
5	三乙胺	58
6	吡啶	44

序号	n（TCT）∶n（OFP）	收率^a/%
1	1∶2.0	80
2	1∶2.1	85
3	1∶2.2	96
4	1∶2.3	90
5	1∶2.4	88

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Green synthesis and application of a condensating agent with short fluorocarbon chain

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