Polyimides with alicyclic diamines. I. Syntheses and thermal properties

Jin, Qiu; Yamashita, Takashi; Horie, Kazuyuki; Yokota, Rikio; Mita, Itaru

doi:10.1002/pola.1993.080310917

Cited by 82 publications

(77 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…4n the other hand, polyimides prepared from alicyclic diamines also have high transparency due to the weak electron donating ability of alicyclic diamines. Jin et al [14,15] have prepared alicyclic polyimides from 4,4'-diaminodicyclohexylmethane (DCHM) together with pyromellitic dianhydride (PMDA), biphenyltetracarboxylic dianhydride (BPDA), and benzophenonetetracarboxylic dianhydride (BTDA). They found that alicyclic polyimides showed not only high transparency but also high physical thermal stability.…”

Section: Introductionmentioning

confidence: 99%

Absorption and Fluorescence Spectra and Thermal Properties of Novel Transparent Polyimides.

Hone

Yokota

1997

J. Photopol. Sci. Technol.

Self Cite

View full text Add to dashboard Cite

Ultraviolet-visible absorption spectra and fluorescence spectra of PI(6FDA/DCHM) and PI(6FDA/PDA) were investigated, as well as their thermal properties. Both PI(6FDA/DCHM) and PI(6FDA/PDA) showed high transparency in the visible region. Inter-and intra-molecular charge transfer were weakened by introducing fluorinated dianhydride, 6FDA, and I or alicyclic dicyclohexyldiamine, DCHM, in polyimide main chains. Excitation-wavelength dependence was found in the fluorescence spectra, which suggests inhomogeneous, less ordered aggregation in polyimide films including 6FDA or DCHM. Both PI(6FDA/DCHM) and PI(6FDA/PDA) had glass transition temperature, Tg of about 250°C from the TMA measurements, which proved that thermal stability of polyimides was not reduced by introducing the alicyclic group.

show abstract

Section: Introductionmentioning

confidence: 99%

Absorption and Fluorescence Spectra and Thermal Properties of Novel Transparent Polyimides.

Hone

Yokota

1997

J. Photopol. Sci. Technol.

Self Cite

View full text Add to dashboard Cite

show abstract

“…The values of Tg for PI(TCAAH/ DPM), PI(TCAAHI6FdA) and PI(TCAAHJ DCHM) obtained from TMA curves are summarized in Table I. Compared to a conventional aromatic polyimide, e.g., PI(PMDA/DPM) with Tg = 336°C by TMA, [15] the introduction of alicyclic dianhydride TCAAH into the polyimide main chains, did not change the Tg values so much. PI(TCAAH/DPM) and PI(TCAAH/6FdA) show almost similar thermomechanical behavior under heating, whereas PI(TCAAH/DCHM) shows T g at a lower temperature, which suggests that introduction of the alicyclic DCHM to the TCAAHbased polyimide backbone has affected the thermomechanical behavior of the polyimides.…”

Section: Thermal Properties Of Tcaah-based Polyimidesmentioning

confidence: 99%

“…Because of the asymmetric and bulky structure, TCAAH would prefer to a non-coplanar structure. DCHM [15] is a mixture of trans-trans, trans-cis, cis-cis isomers. So the conformation of PI (TCAAHIDCHM) would be very complicated and includes various non-coplanar packing structure due to various degrees of constraint formation.…”

Section: Fluorescence Spectra Of Polyimide Filmsmentioning

confidence: 99%

Absorption, Fluorescence and Thermal Properties of Transparent Polyimides Based on 2,3,5-Tricarboxycyclopentylacetic Acid Dianhydride.

Horie

Yokota

1998

J. Photopol. Sci. Technol.

Self Cite

View full text Add to dashboard Cite

Ultraviolet/visible absorption spectra and fluorescence spectra of transparent polyimides derived from 2,3,5-tricarboxycyclopentylacetic acid dianhydride (TCAAH) with an aromatic diamine, 4,4'-diaminodiphenylmethane (DPM), a fluorinated diamine, 2,2 bis(4-diaminodiphenyl)hexafluoropropane (6FdA), and an alicyclic diamine, 4,4'-diaminodicyclohexylmethane (DCHM) were investigated, as well as their thermal properties. All polyimide films derived from TCAAH showed high transparency in the visible region, i. e., no absorption tail was Iund above 330 nm. The absorption shoulders at 248 nm ofPI(TCAAHIDPM) and PI(TCAAH/6FdA) are due to the absorption of phenyl groups in the diamine moieties. The fluorescence spectra of all polyimide films studied showed the existence of ground-state complexes. Their excitation wavelength dependence would be due to the existence ofvarious conformation of packing structure. The glass transition temperature, Tg, of these polyimides based on TCAAH lies in the region of251 to 336°C. These polyimides have main decomposition temperature in the region of 427 to 457°C under the deaerated condition.

show abstract

“…The difference in these ratios can be attributed to the difference in the reactivity of disproportionation between benzophenone ketyl radical and alkyl radical (14).…”

Section: Photochemistry Of Benzophenone-type Photosensitive Polyimidesmentioning

confidence: 99%

Photophysics, Photochemistry, and Photo-optical Effects in Polymer Solids

Horie

1995

ACS Symposium Series

Self Cite

View full text Add to dashboard Cite

Photophysics, photochemistry, and optical phenomena of polymers for microelectronics are closely related to one another. By using polyimides as typical examples, it is discussed how photophysics such as charge transfer process affects photochemistry such as photosensitivity of polyimides. Photochemistry such as photoisomerization induces the change in refractive indices providing the phase modulation in optical devices. Microstructure of a polymer liquid crystal is also elucidated by fluorescence spectroscopy.The interaction of light with materials is one of the fundamental subjects in natural science and technology. Phenomena related to light are called in Japanese "hikari" by using a single word, but there are one word and two prefixes concerned with light in English; "light", "photo-" and "opto-". Photochemistry and photophysics deal with the change in materials by light which usually chemists are interested in, and optics deal with the change in light by materials which has been developed mainly by physicists (i). Both aspects of the interaction between light and materials as well as their hybrid phenomena will become more and more important in the field of polymers for microelectronics and photonics. Typical examples of the materials with hybrid phenomena are photorefractive polymers where non-linear optical effects are induced by the space charge generated by the photoirradiation of photoconductive polymers (2) and a command surface where the alignment of nematic liquid crystals are controlled by photoisomerization of azobenzene layer (3). Several examples of photo-and optofunctional materials are summarized in Table I.Polyimides (PI) are well-known because of their excellent thermal stability, and they have become important as high temperature insulation materials in the microelectronics field. They are also expected to be potential materials for various thermostable microelectronics and photonics devices. In the present paper, we use polyimides as typical materials for studying photophysics, photochemistry, optical phenomena and their relations in polymer solids, and report several recent results of the charge-transfer (CT) fluorescence study of aromatic polyimides, the influence of CT state on the photochemistry of photosensitive polyimides, third-order non-linear optical properties of aromatic polyisoimides, and photochemically-induced optical effects in dye-doped polymer films. Charge-transfer and dimer fluorescence studies have also been applied to polymer liquid crystals.

show abstract

Polyimides with alicyclic diamines. I. Syntheses and thermal properties

Cited by 82 publications

References 9 publications

Absorption and Fluorescence Spectra and Thermal Properties of Novel Transparent Polyimides.

Absorption and Fluorescence Spectra and Thermal Properties of Novel Transparent Polyimides.

Absorption, Fluorescence and Thermal Properties of Transparent Polyimides Based on 2,3,5-Tricarboxycyclopentylacetic Acid Dianhydride.

Photophysics, Photochemistry, and Photo-optical Effects in Polymer Solids

Contact Info

Product

Resources

About