Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From carboxylic acid or derivative thereof
Patent
1998-11-19
2000-08-22
Mosley, Terressa
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From carboxylic acid or derivative thereof
C07C33100
Patent
active
061074489
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a novel aromatic polycarbodiimide. The aromatic polycarbodiimide of the present invention provides films, adhesives, and moldings having various excellent characteristics such as a high heat resistance, etc.
BACKGROUND ART
Conventional aromatic polycarbodiimides are obtained by using diphenylmethane diisocynate (MDI), tolylene diisocyanate (TDI), etc., as a monomer, and polymerizing this. Such a polycarbodiimide is used as a flameproofing film and a heat resistant adhesive due to its excellent heat resistance.
However, such a conventional polycarbodiimide film is poor in the solubility, is gelled and deposited as solids with increasing its molecular weight, whereby a sufficiently high molecular weight polymer is not obtained. Further, the polycarbodiimide film has a heat resistance in the point that even when the film is exposed to high temperature of 400.degree. C. or more, a volatile gas and decomposed monomers are not formed, but when the film is heat-treated at a temperature of 200.degree. C. or higher, the film loses the self-supporting property and becomes brittle, whereby the film cannot endure the practical use. Furthermore, when the film is heat-adhered to an adherend such as a copper foil, etc., it cannot say that the adhesive force is sufficient.
BRIEF DESCRIPTION OF DRAWINGS
FIG. 1 is a graph showing an infrared absorption spectrum of the polymer obtained in Example 1; and
FIG. 2 is a graph showing an infrared absorption spectrum of the polymer obtained in Example 3.
DISCLOSURE OF INVENTION
As a result of making various investigations for solving these problems of such a conventional polycarbodiimide, the present inventors have succeeded to obtain the novel aromatic polycarbodiimide of the present invention.
That is, the present invention provides an aromatic polycarbodiimide having a structural repeating unit represented by the following formula (I): ##STR2## wherein R represents a hydrogen atom or an alkyl group (having 1 to 5 carbon atoms, and preferably 1 to 3 carbon atoms) and n is an integer of 3 to 600.
In the formula (I), R represents particularly preferably a hydrogen atom or a methyl group and the bonding position thereof is m- or p-position of a hexafluoroiso-propylidene group.
Also, the present invention provides an organic solvent solution thereof and a film thereof. In the present specification, the term "film" means a film-formed form of the polymer and includes a so-called sheet. The polymer of the present invention is a novel high molecular weight compound, has a very high heat resistance together with an excellent solubility, and also is excellent in the adhesive property, a low-temperature workability, and a moisture resistance.
BEST MODE FOR CARRYING OUT THE INVENTION
The polycarbodiimide of the present invention is obtained by polymerizing a corresponding diisocyanate represented by the following formula (II) as a monomer in the presence of a phosphorus-based catalyst by a conventional method: ##STR3##
The typical examples of such a diisocyanate include those represented by the following formulae (IIa) and (IIb): ##STR4##
The above-described compound (IIb) is a novel substance. Also, the above-described compound (IIa) is a known substance, and as a literature about the production method of the compound (IIa) and about a production method of a polyurethane using the compound (IIa), there is Andrianov, et al., Vysokomol, Soedin., Ser. B, 20(6), 471, (1978), etc., but there is no description therein about the production of a polycarbodiimide from the compound (IIa).
The diisocyanate compound (the above-described formula (II)) which is the raw material for the polycarbodiimide of the present invention can be produced by forming an isocyanate from a corresponding diamine represented by the following formula (III), which is the precursor thereof: ##STR5## wherein is the same as described above, by various known methods.
A method of forming an isocyanate from such a diamine compound includes a method of reacting the dia
REFERENCES:
patent: 5866715 (1999-02-01), Tsai
Fukuoka Takahiro
Mochizuki Amane
Sakamoto Michie
Yoshioka Masahiro
Mosley Terressa
Nitto Denko Corporation
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