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A kind of allyl-containing polyimide diamine monomer and polyimide polymer and preparation method thereof

A technology of polyimide and diamine monomers, which is applied in the preparation of amino hydroxyl compounds, organic compounds, chemical instruments and methods, etc., can solve the problems of poor material processing performance and application range, and achieve good thermal stability and Effects of improving mechanical properties, thermal stability, and glass transition temperature

Inactive Publication Date: 2020-04-21
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, due to the fact that such materials are insoluble in common solvents, the disadvantages of poor processability limit the application range of such materials.

Method used

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  • A kind of allyl-containing polyimide diamine monomer and polyimide polymer and preparation method thereof
  • A kind of allyl-containing polyimide diamine monomer and polyimide polymer and preparation method thereof
  • A kind of allyl-containing polyimide diamine monomer and polyimide polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] (3,3'-diallyl-4,4'-bis(4-nitro-2-trifluoromethylphenoxy)biphenyl (DNPB) is synthesized as follows:

[0041] Take by weighing 0.01mol allyl biphenyl diphenol (DABP), 0.0215mol 2-chloro-5-nitro-trifluorotoluene, 1.451g potassium carbonate (K 2 CO 3), was added to a 100mL three-necked flask with mechanical stirring, and at the same time, 30mL DMF solvent and 10mL toluene were added as a water-carrying agent. Under the protection of argon, when the temperature reached 135°C, the reflux was kept stable, and water was continuously carried for 3 hours. Toluene was released, the temperature of the reaction mixture solution was raised to 145°C, and the reaction was carried out for 10 h. Pour the reaction solution into about 500mL of ice-deionized water to obtain a khaki-yellow precipitate, wash it several times with distilled water under normal temperature mechanical stirring, filter it with suction, and dry it in a vacuum oven to obtain 4.8g of allyl-containing dinitro monome...

Embodiment 2

[0043] Add 4.8g (7.4mmol) DNPB into a 250mL three-neck flask, add 7g (125mmol) reduced iron powder, then add 90mL mixed solvent (30mL each of distilled water, ethanol and acetone), and mechanically stir under the protection of argon Heat until boiling begins to reflux. Slowly add 2mL of dilute hydrochloric acid dropwise into the boiling three-necked flask, keeping 5s / drop. After the dropwise addition of HCl, the reactant continued to be heated under reflux for 5 h and then the heating was stopped. Add 0.96g (24mmol) sodium hydroxide, stir for three minutes, filter the product while it is hot, recrystallize it with ethanol water, and keep 60°C for vacuum drying to obtain a yellow reduction product containing allyldiamine monomer DBDA . The measured infrared spectrum is as figure 1 shown.

Embodiment 3

[0045] In a nitrogen environment, add the dried 0.888g (2mmol) 6FDA into a 100mL three-necked bottle connected with a drying tube, and dissolve it completely with 5mL dimethylacetamide (DMAc), then 0.4006g (2mmol) ODA and A mixture of 13.3 mL of DMAc. After the dropwise addition, the mixed solution was mechanically stirred at room temperature for 24 hours to form a viscous polyamic acid. Add 2 mL of pyridine and 4 mL of acetic anhydride to the mixture, continue to react for 8 hours at 60° C. in an oil bath, and discharge the material in absolute ethanol. At this time, white flocs appear, which are filtered and used Distilled water and ethanol were washed three times respectively, and vacuum-dried in an oven at 100° C. to obtain polyimide (0% PI) without allyl groups.

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Abstract

The invention relates to an allyl-containing polyimide diamine monomer and a polyimide polymer and a preparation method thereof. The invention discloses an allyl-containing crosslinkable polyimide and a preparation method thereof and belongs to the technical field of polyimide preparation. The crosslinkable polyimide with allyl on a side chain is prepared by performing polymerization reaction on 3,3'-diallyl-4-4'-di(4-amino-2-trifluoromethyl phenoxy) biphenyl (DBDA) and 4,4'-(hexafluoroisoproryl) phthalic anhydride (6FDA) as main raw materials, so that a crosslinkable group can be introduced into a main chain structure of the polymer. By adjusting the proportion of a crosslinking monomer, a polyimide material controllable in crosslinking degree can be prepared, so that the allyl-containing polyimide diamine monomer has good processability and relatively good heat stability and mechanical property of a curing material, and therefore, the range of application of the material is enlarged and the application prospect is wide.

Description

technical field [0001] The invention belongs to the technical field of polyimide material synthesis. Background technique [0002] Polyimide has excellent comprehensive properties, including excellent chemical stability, good mechanical properties, heat resistance, radiation resistance and electrical properties, etc., and has been widely used in aerospace, military, electronics and other fields. However, due to the rigid main chain structure and close packing of molecular chains of most polyimide molecules, it has poor solubility, melting and processing properties, and its application fields are greatly limited. At present, the cross-linking end-capping groups introduced in polyimide mainly include maleimide group, norbornene dimethylimide and alkynyl end-capping group, and polymers end-capped with maleimide Usually the molecular weight is low, the sample after cross-linking is very brittle, it is difficult to use alone, and it is generally used as the matrix of composite m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C217/90C07C213/02C08G73/10C08J5/18C08L79/08
CPCC07C201/12C07C213/02C07C217/90C08G73/1007C08G73/1039C08G73/105C08G73/1078C08J5/18C08J2379/08C08L79/08C08L2203/16C07C205/38
Inventor 杨延华王伟婷赵楠马京京姜振华王贵宾
Owner JILIN UNIV
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