Organo-Soluble Fluorinated Polyimides Derived from 4,4′-Bis (3-amino-5-tri uoromethylphenoxy)-3,3′,5,5′-tetramethyl biphenyl (TFMDA) and Aromatic Dianhydrides

Abstract

A series of organo-soluble polyimides based on a new fluorinated diamine, 4,4′-bis(3-amino-5-trifluoromethylphenoxy)-3,3′,5,5′-tetramethyl biphenyl (3,5-TFMDA) and various aromatic dianhydrides, were synthesized and characterized. The structures of the obtained polyimides were affirmed by Fourier transform infrared measurement and the properties were evaluated by wide-angle X-ray diffraction measurement, ultraviolet-visible analysis, thermogravimetry (TG), differential scanning calorimetry (DSC), tensile and electrical tests, and solubility tests. It was shown that the polyimides have good solubility not only in polar aprotic solvents, but in many common solvents, such as cyclopentanone, chloroform, and even in toluene for PI-4, derived from TFMDA and 2,2′-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride (6FDA). The polyimide solutions could be cast into flexible and tough films, which exhibited good thermal stability up to 500° C and showed glass transition temperatures in the range of 250–280° C. The films also showed acceptable tensile properties and good electrical insulating properties. Furthermore, the polyimide films exhibited good transparency in the visible light region with transmittance higher than 80% at 450 nm and a cut-off wavelength lower than 360 nm.

Keywords

Polyimide solubility nitro displacement trifluoromethyl film

References

Maier G , Banerjee S , Haubmann J and Sezi R 2001 High Perform. Polym. 13 S107-S107

Yokota R , Yamamoto S , Yano S , Sawaguchi T , Hasegawa M , Yamaguchi H , Ozawa H and Sato R 2001 High Perform. Polym. 13 S61-S61

Furukawa N , Katayama H and Kitamura K-I 1998 High Perform. Polym. 10 363-363

Yang C-P and Su Y-Y 2004 J. Polym. Sci. A: Polym. Chem. 42, 222-222

Southcott M , Amone M , Senger J , Wang A , Polio A and Sheppard C H 1994 High Perform. Polym. 61

Liu JG , Li ZX , Wu J T , Zhou HW , Wang F S and Yang S Y 2002 J. Polym. Sci. A: Polym. Chem. 40 1583-1583

Liu J G , He M H , Li Z X , Qian Z G , Wang F S and Yang S Y , 2002 J. Polym. Sci. A: Polym. Chem. 40 1572-1572

Xie K , Liu J G , Zhou H W , Zhang S Y , He M H and Yang S Y 2001, Polymer 42 7267-7267

Xie K , Zhang S Y , Liu J G , He M H and Yang S Y 2001 J. Polym. Sci. A: Polym. Chem. 39 2581-2581

10.

Tsay S-Y , Tsai M-F and Chen B-K 2005 J. Appl. Polym. Sci. 95 321-321

11.

Chung I S and Kim S Y 2000 Macromolecules 33 3190-3190

12.

Stults J S, Lin H C, Buchanan R A and Ostrozynski R L 1996 US patent 5498691

13.

Stults J S, Lin H C and Buchanan R A 1997 US patent 5675039

14.

Cerber M K , Pratt J R , St. Clair A K and St. Clair T L 1990 Polym. Prepr. 31 340-340

15.

Yang C-P , Hsiao S-H and Chen K –H 2002 Polymer 43 5095-5095

16.

Rutledge T F 1978 US patent 4070383

17.

Wu G-L , Liu J-G , Li Z-B , Ge Z-Y , Fan L and Yang S-Y 2005 Chin. J. Polym. Sci. 23 55-55