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Crown ether modified polyimide hybrid membrane and preparation method thereof

A polyimide and hybrid film technology, applied in the field of organic polymer material modification, can solve the problems of polyimide thermal stability and poor mechanical properties, and achieve easy slippage and increased elongation at break. , the effect of reducing the interaction force

Active Publication Date: 2015-02-18
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In summary, the published literature shows that by introducing organic groups to modify polyimide, although the dielectric constant can be reduced, but at the same time it will cause the thermal stability and mechanical properties of polyimide to deteriorate.

Method used

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  • Crown ether modified polyimide hybrid membrane and preparation method thereof
  • Crown ether modified polyimide hybrid membrane and preparation method thereof
  • Crown ether modified polyimide hybrid membrane and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] (1) Under 40% humidity, 32°C and mechanical stirring, nitrogen gas was introduced into a 50ml three-necked bottle, and 0.0040mol4,4'-diaminodiphenyl ether (ODA), 0.0016mol 18-crown-6 and 12g DMSO, after 18-crown-6 and ODA are completely dissolved, continue stirring for 1 hour to obtain 18-crown-6 / ODA clathrate solution; 18-crown-6 prepared with deuterated DMSO as solvent / ODA clathrate solution with pure ODA (in deuterated DMSO) 1 The comparison of H-NMR spectra is attached figure 1, it can be seen from the figure that after ODA interacts with 18-crown ether-6, the chemical shift of the hydrogen atom on the primary amine moves from 4.777ppm to 4.811ppm, while the chemical shift of the hydrogen atom on the benzene ring does not shift , still at 6.497 and 6.630ppm, the chemical shift (3.543ppm) of the hydrogen atom of the crown ether itself has not shifted, indicating that there is a strong hydrogen bond between the hydrogen on the ODA primary amine and the oxygen in 18-...

Embodiment 2

[0033] Under 45% humidity, 35°C and mechanical stirring, nitrogen gas was introduced, and 0.0045mol 2,4,6-trimethyl-m-phenylenediamine (TMPDA), 0.00045mol 18-crown-6 and 12g of NMP, until 18-crown-6 and TMPDA are completely dissolved, then continue to stir for 1.2 hours to obtain 18-crown-6 / TMPDA clathrate solution; 0.0049mol3,3',4,4'-di Divide benzophenone tetra-acid dianhydride (BTDA) into four equal parts, and add it to the above-mentioned three-necked flask every 28 minutes. After the addition of BPDA, continue to stir for 9 hours to obtain 18-crown-6 modified TMPDA-BPDA Type polyamic acid solution;

[0034] Take 9.5g of the above polyamic acid solution and spread it evenly on a clean glass sheet, and then place it in a vacuum drying oven to eliminate air bubbles for 4.5 hours; follow the set program to keep the temperature at 81°C for 1.2 hours, 102°C for 1.5 hours, Keep at 198°C for 1.3 hours and at 298°C for 2.1 hours for thermal imidization; after the treatment, cool ...

Embodiment 3

[0036] Under 40% humidity, 25°C, and mechanical stirring, nitrogen gas was introduced, and 0.0034mol 1,3-phenylenediamine (MPDA), 0.00068mol 18-crown-6 and 12g DMF were added to a 50ml three-necked flask to reach 18 -After crown ether-6 and MPDA are completely dissolved, continue stirring for 1.4 hours to obtain 18-crown ether-6 / MPDA clathrate solution; under mechanical stirring, 0.0034mol3,3',4,4'-benzophenone Tetraacid dianhydride (BTDA) is divided into four equal parts, and added to the above-mentioned three-necked bottle at intervals of 20 minutes. After the BTDA is added, continue to stir for 8 hours to obtain 18-crown-6 modified MPDA-BTDA type poly Amic acid solution;

[0037] Take 9g of the above polyamic acid solution and apply it evenly on a clean glass sheet, then place it in a vacuum drying oven to eliminate air bubbles under vacuum for 4 hours; keep the temperature at 82°C for 1.5 hours, 103°C for 1.3 hours, Keep at 192°C for 1.4 hours and at 295°C for 2.4 hours f...

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Abstract

The invention discloses a crown ether modified polyimide hybrid membrane and a preparation method thereof. The preparation method comprises the following steps: under the conditions of the humidity lower than 50%, room temperature and mechanical stirring, in an atmosphere of nitrogen, dissolving crown ether and aromatic diamine into a polarity organic solvent until the crown ether and the aromatic diamine are completely dissolved, continuing to stir to obtain a crown ether / diamine inclusion compound solution, adding aromatic dianhydride to the crown ether / diamine inclusion compound solution, after adding the aromatic dianhydride, continuing stirring to obtain a crown ether modified polyamide acid solution, uniformly smearing the crown ether modified polyamide acid solution on a clean glass sheet, eliminating bubbles, raising the temperature according to the setup program, after treatment, cooling the glass sheet to the room temperature, stripping off the membrane, drying and obtaining the crown ether modified polyimide hybrid membrane. In the invention, the crown ether molecules sleeve the polyamide acid chains to form necklace type supramolecular structures; the polyimide molecular chains are extended to be three-dimensional from two-dimensional type, so that the flexibility of the molecular chains is reduced, and the rigidity is promoted.

Description

technical field [0001] The invention relates to a polyimide film and a preparation method thereof, in particular to a crown ether modified polyimide hybrid film and a preparation method thereof, and belongs to the technical field of modification of organic polymer materials. technical background [0002] Polyimide (PI) is a special engineering plastic with excellent high and low temperature resistance, mechanical properties, electrical properties, dimensional stability, chemical solvent resistance, etc., and its dielectric constant is 3.4 to 3.6. Polyimide usually uses aromatic dianhydride and aromatic diamine as raw materials, and is prepared by first polymerizing to form polyamic acid (PAA), and then thermally imidizing at high temperature. It is a new type with lower dielectric constant. Polyimide with good mechanical properties has great application potential in large-scale integrated circuits, and can largely meet the needs of the use of interlayer dielectric materials ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08L79/08C08K5/159C08J5/18C08G73/10
CPCC08K5/159C08G73/1003C08J5/18C08J2379/08C08L2203/16
Inventor 赵建青石楚琪李阳刘述梅朱亚明
Owner SOUTH CHINA UNIV OF TECH
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