Ethylenically double bond-containing trithiocarbonate compound, its preparation method and application

A technology of trithiocarbonate and olefinic double bonds, which is applied in the field of preparation of trithiocarbonate compounds, can solve problems such as complex processing technology and restrictions on material promotion and application, and achieve good reproducibility, good application prospects, Easily Adjustable Effects

Inactive Publication Date: 2012-05-02
ZHEJIANG SCI-TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, due to the cross-linking reaction between the polymer chains in the microspheres caused by the participation of the divinyl monomer in the polymerization reaction, the resulting polymer is neither soluble nor meltable, which complicates the processing technology of the material and restricts it to a large extent. Promotion and application of materials

Method used

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  • Ethylenically double bond-containing trithiocarbonate compound, its preparation method and application
  • Ethylenically double bond-containing trithiocarbonate compound, its preparation method and application
  • Ethylenically double bond-containing trithiocarbonate compound, its preparation method and application

Examples

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Embodiment 1

[0055] (1) Preparation of 2-(dodecyltrithiocarbonate)propionic acid.

[0056] Mix 10 grams of sodium hydroxide, 5.4 grams of tetrapropylammonium bromide and 10 grams of water uniformly at room temperature, add them to a 500 mL three-necked round-bottomed flask with a stirring bar and stir, and protect the reaction system with nitrogen gas. 60mL of dodecanethiol was added dropwise into a three-necked round-bottomed flask with a syringe, and the reaction was continued for 0.5 hours after the dropwise addition; During the dropwise addition, it can be observed that white flocs are generated and gradually increase. After the dropwise addition, the reaction is kept for 0.5 hours, and then ice bathed. After the temperature of the material in the reactor was completely lowered to 0°C, 15 mL of carbon disulfide was added dropwise into the flask with a syringe, and the reaction solution turned into a yellow turbid solution at this time. After keeping the reaction for 0.5 hour, 38.42 g ...

Embodiment 2

[0063] (1) Preparation of 2-(butanyl trithiocarbonate group) propionic acid

[0064] Mix 10 grams of sodium hydroxide, 5.4 grams of tetrapropylammonium bromide and 10 grams of water uniformly at room temperature, add them to a 500 mL three-necked round-bottomed flask with a stirring bar and stir, and protect the reaction system with nitrogen gas. 27mL of butanethiol was added dropwise into the three-necked round-bottomed flask with a syringe, and the reaction was continued for 0.5 hours after the dropwise addition; During the dropwise addition, it can be observed that white flocs are generated and gradually increase. After the dropwise addition, the reaction is kept for 0.5 hours, and then ice bathed. After the temperature of the material in the reactor was completely lowered to 0°C, 15 mL of carbon disulfide was added dropwise into the flask with a syringe, and the reaction solution turned into a yellow turbid solution at this time. After keeping the reaction for 0.5 hour, 3...

Embodiment 3

[0071] (1) Preparation of 2-(dodecyl trithiocarbonate group) isobutyric acid

[0072]Add 202.4 grams of dodecyl mercaptan, 16.14 grams of methyl trioctyl ammonium chloride and 482.06 grams of acetone into a 500 mL three-necked flask with a reflux condensing device, the temperature of the water bath is 10 ° C, magnetic stirring, nitrogen, Deoxygenation for 20 minutes; Add 40 grams of aqueous sodium hydroxide solution dropwise (the mass percentage composition of sodium hydroxide is 50%), add in 20 minutes, continue to react for 15 minutes; Add dropwise by 76.1 grams of carbon disulfide and 98.74 grams The mixed solution of acetone composition, after adding in 20 minutes, continue to react 10 minutes; Add the chloroform of 179.07 grams, then add dropwise the sodium hydroxide aqueous solution of 200 grams (the mass percent composition of sodium hydroxide is 50%) , 0.5 hour dropwise is completed, stirring reaction 12 hours; Add 1500 grams of deionized water, then add 109.5 grams of...

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Abstract

The invention discloses an ethylenically double bond-containing trithiocarbonate compound with a structure of formula I or formula II, with the ethylenically double bond modified by a hydrophilic segment and an oleophylic segment. The invention also discloses a preparation method of the ethylenically double bond-containing trithiocarbonate compound. The method consists of: under the action of a catalyst, reacting a compound with a structure of formula III or formula V with methoxy polyethylene glycol, then, under the effect of a free radical initiator, reacting the obtained reaction product with a diethylenically double bond-containing monomer, thus obtaining a compound with a structure of formula I or formula II. The preparation method is characterized by simplicity, strong operability, and good repeatability, etc. The invention also discloses application of an ethylenically double bond-containing trithiocarbonate compound in preparing polymer microspheres, so that ethylenically double bonds can be enriched on the surface of a polymer microsphere, while a polymer chain within the microphere can still be a linear structure.

Description

technical field [0001] The invention relates to the field of preparation of trithiocarbonate compounds, in particular to a trithiocarbonate compound containing olefinic double bonds, a preparation method and application thereof. Background technique [0002] The chemical reaction of functional groups at specific positions in the polymer chain has become an important means of designing polymer chain structures and polymer materials (Takemoto K., Ottenbrite R.M., Kamachi M. Functional Monomers and Polymers, 2 nd ed. Marcel Dekker: New York, 1997; Coessens V., Pintauer T., Matyjaszewski K. Prog Polym Sci, 2001, 26, 337-377; Braunecker W.A., Matyjaszewski K. Prog Polym Sci, 2007, 32, 93-146 .). Among them, based on the coupling reaction between ethylenic double bond and thiol in the polymer chain (Thiol-Ene, thiol-ene) has the characteristics of high efficiency, close to the stoichiometric point, and the product is pure or easy to purify. In the preparation of polymer material...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/00C08G65/48
Inventor 杨雷杨海刘文文胡承杰
Owner ZHEJIANG SCI-TECH UNIV
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