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Ionic liquid segmented copolymer with imidazole-contained main chain and preparation method thereof

A technology of imidazole ionic liquid and block copolymer, applied in the field of ionic liquid block copolymer and its preparation

Inactive Publication Date: 2011-07-20
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent 200810017822.5 reports the ionic liquid polymer containing imidazole in the main chain and its preparation method, but the ionic liquid block copolymer containing imidazole in the main chain has not been reported yet

Method used

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  • Ionic liquid segmented copolymer with imidazole-contained main chain and preparation method thereof
  • Ionic liquid segmented copolymer with imidazole-contained main chain and preparation method thereof
  • Ionic liquid segmented copolymer with imidazole-contained main chain and preparation method thereof

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preparation example Construction

[0021] The steps of the preparation method of the ionic liquid block copolymer that main chain contains imidazole are as follows:

[0022] 1) in N 2 Under protection, mix imidazole and methyl acrylate at a molar ratio of 1:1.2, add 10 times the molar amount of the total amount of anhydrous methanol, under stirring, reflux reaction for 24h, rotary evaporation to remove methanol solvent and unreacted acrylic acid Methyl ester, wash off residual unreacted methyl acrylate with n-hexane to generate 1-(3-methoxy-3-oxypropyl) imidazole; the reaction equation is as follows:

[0023]

[0024] The NMR characterization of 1-(3-methoxy-3-oxypropyl)imidazole is as follows:

[0025]

[0026] 1 H-NMR (400MHz, δ, ppm; solvent is D 2 O)

[0027] a (δ=3.63 H3) b (δ=2.73 H2) c (δ=4.21 H2) d (δ=6.88 H1)

[0028] e (δ=6.98 H1) f (δ=7.45 H1)

[0029] Among them, a, b, c, d, e, and f represent the positions marked with H, respectively.

[0030] 2) at N 2 Under protection, 1-(3-methoxy-...

Embodiment 1

[0054] Equipped with magnetic stirring, reflux condenser, N 2 Add 200mL (10 times the molar amount) of anhydrous methanol to the 250mL three-necked flask of the catheter, N 2 Under protection, mix 14g imidazole with 21.244g methyl acrylate (1:1.2 molar ratio), reflux reaction for 24h, remove the methanol solvent and unreacted methyl acrylate by rotary evaporation at room temperature, and use soluble methyl acrylate insoluble reaction product Wash away the residual unreacted methyl acrylate with n-hexane to obtain a colorless and transparent liquid, namely 1-(3-methoxy-3-oxypropyl)imidazole;

[0055] in N 2 Under protection, mix 14.772g of 1-(3-methoxy-3-oxopropyl)imidazole with 7.7mL of 2-chloroethanol (1:1.2 molar ratio), add a total of 200mL (10 times molar amount) Toluene, under stirring, reacted at 80°C for 48h, and the liquid product precipitated. Dissolve in water first, then wash and extract unreacted 2-chloroethanol with chloroform, and dry in vacuum to obtain light...

Embodiment 2

[0062] Equipped with magnetic stirring, reflux condenser, N 2 Add 300mL (10 times the molar amount) of anhydrous methanol to the 250mL three-necked flask of the catheter, N 2 Under protection, 22.143g imidazole and 33.6g methyl acrylate were mixed (1:1.2 molar ratio), refluxed for 24h, and the methanol solvent and unreacted methyl acrylate were removed by rotary evaporation at room temperature. Wash away the residual unreacted methyl acrylate with n-hexane to obtain a colorless and transparent liquid, namely 1-(3-methoxy-3-oxypropyl)imidazole;

[0063] in N 2 Under protection, mix 12.640g of 1-(3-methoxy-3-oxopropyl)imidazole with 6.6mL of 2-chloroethanol (1:1.2 molar ratio), add a total of 200mL (10 times molar amount) Toluene, under stirring, reacted at 80°C for 48h, and the liquid product precipitated. Dissolve in water first, then wash and extract unreacted 2-chloroethanol with chloroform, and dry in vacuum to obtain light yellow transparent chlorinated 1-(3-methoxy-3-o...

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Abstract

The invention discloses an ionic liquid segmented copolymer with an imidazole-contained main chain and a preparation method thereof. The preparation method comprises the following steps: under the protection of N2, causing imidazole to successively react with methyl acrylate and 2-chlorohydrin to generate a chlorination1-(3-methoxy-3-allyloxy)-3-(2-hydroxyl ethyl) imidazole ion liquid; carrying out condensation polymerization on the chlorination1-(3- methoxy-3-allyloxy)-3-(2-hydroxyl ethyl) imidazole ion liquid and 2,2,6,6-tetramethyl-4-bemidone-1-oxygen radical to obtain an imidazole ion liquid homopolymer of which the tail end contains an N-O free radical; and polymerizing the imidazole ion liquid homopolymer with styrene or the derivant thereof to obtain the ionic liquid segmented copolymer with an imidazole-contained main chain. The ionic liquid segmented copolymer is characterized in that the ionic liquid segmented copolymer with an imidazole-contained main chain is firstly prepared by a polycondensation method. The imidazole ion liquid with difunctionality is synthetized in advance; and condensation polymerization is carried out to obtain the ionic liquid homopolymer, wherein the tail end of the ionic liquid homopolymer contains the N-O free radical, and the main chain contains the imidazole. Then, the styrene or the derivant thereof is initiated by the N-O free radical to polymerize to obtain the ionic liquid segmented copolymer with an imidazole-contained main chain.

Description

technical field [0001] The invention relates to an ionic liquid block copolymer whose main chain contains imidazole and a preparation method thereof. Background technique [0002] Imidazole is an important fine chemical raw material, mainly used in the synthesis of medicines and pesticides, as a curing agent for epoxy resins, and also widely used as a preservative for fruits. In recent years, imidazole-based ionic liquids prepared by introducing functional groups into the side chains of alkylimidazolium cations have been widely studied and applied in the fields of separation analysis, homogeneous catalysis, electrochemical research and functional materials. The nitrogen atom on the imidazole compound has a lone pair of electrons, and it is easy to form an imidazolium salt cationic compound with a halogen compound. By changing the functional groups on the halogen compounds, imidazolium salt cationic compounds with special functional groups can be formed, that is, imidazolium...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08G63/685
Inventor 倪旭峰李雪梁振华沈之荃
Owner ZHEJIANG UNIV
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