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R&D Reports

vol. 1998 - I (1998.5.25 issue)

Study on a New Synthetic Pyrethroid "Pralle®"

A new synthetic pyrethroid imiprothrin (Pralle® T) with super knockdown activity has been developed for household use. The knockdown activity against cockroaches was much superior to that of conventional pyrethroids such as tetramethrin ( Neo-pynamin® ) and prallethrin ( Etoc® ).
Almost all physical and chemical properties of Pralle® T were suitable for the formulations of household insecticides except for its high viscosity. In order to make easy for handling, Pralle® T was dissolved in isopropyl myristate to make the manufacturing use product (MUP), named as Pralle®. Pralle® can be widely used as a super knockdown agent for household use. Pralle® was actually formulated as an aerosol (Pralle® C) for cockroach control. Moreover, the mixture with killing agent such as Gokilaht® is also recommendable for its practical application.
In this article, characteristics of Pralle® T,Pralle® (MUP) and Pralle® C (aerosol) are described about various aspects such as screening, chemistry, physical and chemical properties, formulation, performance and toxicology.
( by Masachika HIRANO, Tadahiro MATSUNAGA, Hideo KANEKO, Ritsuko FURUTA, Shigeki YOKOI )

Development of Anti-static Hard Coated Acrylic Sheet

Poly Methyl Methacrylate (PMMA) is widely used as transparent material. But because of its low scratch resistance,hard coating process is occasionally treat ed. Recently, it is required not only surface hardness but anti-static property to keep off dusts and stain. We have investigated the addition of anti-static property to hard coated layer, therefore we have developed acrylic sheets that has both hardness and anti-static property.
In this report, Anti-static hard coating process is summarized.
( by Yukio YASUNORI, Shinsuke OCHIAI, Yoshimi NAKAGAWA, Tsutomu YAMAMOTO )

Pyridine Bases and Their Synthetic Methods

Pyridine bases are widely used in pharmaceuticals, insecticides, and herbicides due to their high bioactivity. In this paper, some typical synthetic methods for pyridine bases, recent advances of catalysts having a shape selectivity of pentasil zeolite (ZSM-5) with a similar pore diameter to pyridine ring, and some considerations on their catalysis are described.
( by Nobuyuki ABE )

Recent Developments of Homogeneous Catalyst Systems for Olefin Polymerization

Since the discovery of highly active homogeneous catalyst systems based on metallocene and methylalumoxane,many studies have been made from the point of view of both scientific interest and industrial use. This review describes mainly a recent progress in the studies of olefin polymerization with metallocene catalyst systems and stereoregulation mechanisms of the propylene polymerization. Novel non-metallocene catalysts and new polymer synthesis with such catalysts are also described.
( by Tatsuya MIYATAKE, Akio IMAI )

New Synthetic Methods of Aromatic Sulfur Compounds

Needs for aromatic sulfur compounds are increasing for use in highly functional materials such as pharmaceuticals, agricultural chemicals, materials with high-refractive index, anti-oxidants and the like.
On the other hand, concerning the synthetic techniques of the aromatic sulfur compounds, conventional methods have been lacking in general-purpose use, because each compound was manufactured by a specific method different from the others.
The present technique relates to the development of new widely-used synthetic methods of high-functional aromatic sulfur compounds basically comprising two processes of "Introduction of thioalkyl group and cleavage of thio-alkyl bond", using an alkylmercaptan as a sulfur source.
( by Hiroshi GODA, Hirokazu KAGANO )

Development of New-TOPS21

We restructured a data-processing-system for animal toxicity studies in which main frame computer worked as a host machine into a new system in which personal computers of the client/the server types are playing the leading role of the system. The new system outperforms the old system in terms of the data processings as well as the flexibility for the revision of the softwares.
The new system comprises seven PC-servers (NEC Express 5800 series) with WindowsNT3.51 and data base system of Oracle 7.2,and 75 PC-cliants (NEC PC98 series) with Windows95. The network is operated by Oracle SQL*Net.
Details of the restructuring and characteristic and performance of the new system, New-TOPS21 (New-TOxicity data total Processing System 21), are described.
( by Yasuo MATSUMOTO, Naohiko ISOBE, Hajime KAWASAKI )

Contamination Control in Cleanrooms for Electronic Industry -Approach for the Reduction of Manufac-turing and Product Trouble Caused by Airborne Molecular Contamination-

It is revealed that concentration level of airborne molecular contaminants such as organic compounds is by far higher in than that of particle in cleanroom air. The airborne molecular contaminants become an increasing serious problem because of further integration of semiconductor device. Especially, several kinds of organic compounds, including phthalates, phosphates and siloxanes, strongly affect device performance.
This article describes the origin of molecular contaminants, the influence in electronic device performance, the analytical methods of cleanroom air, the adhesive mechanism onto silicon wafer surface, and techniques for preventing molecular contaminants.
( by Taketoshi FUJMOTO, Kikuo TAKEDA )

Application of MALDI-TOFMS to Fine Chemicals

By using newly developed matrix-assisted laser desorption/ionization (MALDI) technique combined with time-of-flight mass spectrometry (TOFMS), we have been able to obtain mass spectra of various kinds of synthetic polymers of molecular weight above 10k Da. It has the potential to characterize polymers and oligomers with great accuracy and precision for molecular weight and end group determination.
This paper illustrates the principle and the features of MALDI-TOFMS, measurement techniques for obtaining a high quality mass spectrum, and also some applications of polymeric materials for fine chemicals.
( by Stoshi ASANO, Kiyoshi YAMAMOTO, Osamu HIROAKI, Mitsumori KATOH )

Recent Trend of Pesticide Formulation Development

This paper provides purposes of pesticide formulations and recent requirements of pesticide industry in the first place. Kind of formulations and trend of their manufacturing amounts are shown. Then problems of conventional formulations, their improvement methods and resulting new formulations are explained.
New promising formulations such as water-based formulations, water dispersible granules, jumbo herbicides, 1 kg granules, water surface spreading formulations, microcapsules, fertilizer containing pesticides and physical controlling methods are reviewed, where their advantages and trends are also discussed.
( by Kozo TSUJI )

High-Resolution Nuclear Magnetic Resonance Analysis of Polymer alloy

Molecular structure of PPE-PA linkage part of PPE-PA alloy, which is thought to be very important for stabilizing PPE and PA boundary in PPE-PA alloy, was determined by the use of high field nuclear magnetic resonance (NMR). Methods for NMR sample preparation and technique to obtain high quality two-dimensional (2D) NMR spectra were established. NMR sample preparation was performed in 2 steps:(1) isolation of PPE-PA block copolymer by extracting PPE and PA which do not react, and (2) mild acid treatment which cleaves only amide bond of PA but not imide bond. Two types of PPE-PA linkage structure were determined by analyzing 2D-NMR spectra (HMQC,HMBC and TOCSY) and confirmed by 13C labeling study. These structures indicated that acid anhydride moiety of compatibilizer delivative formed imide bond with NH2 end group of PA and that its unsaturated bond reacted with PPE to yield PPE-PA block copolymer.
( by Ryozo ISHIMOTO, Takashi KATO )

New Homogeneous Nickel-Phosphine Catalyst System for the Efficient Dimerization of Propylene

Remarkable increase of both the catalytic activities and the selectivities of t he desired products (selectivity of dimers based on the reacted propylene, selectivity in C6 olefins) has been attained for dimerization of propylene by nickel-phosphine catalyst systems especially in the presence of strong sulfonic acid (such as MeSO3H, CF3SO3H) and/or dialkyl sulfate (such as Me2SO4, Et2SO4). It turned out that the product distribution in dimers is highly dependent upon the steric factor of tert-phosphine ligand used: the electronic nature of tert-phosphine plays a role for the high activity. 31P-NMR spectrum of the catalyst solution showed a peak at 33 ppm (JP-H=458 Hz): the corresponding peak on 1H-NMR was observed at 4.3 ppm which could be confirmed by 2D NMR (31P-1H, COSY) and 1H-NMR with 31P (33 ppm) selective decoupling. The 27Al-NMR spectrum of the same solution showed a relatively sharp resonance at 60 ppm.
( by Kotohiro NOMURA, Gohfu SUZUKAMO, Michiko YAMAMOTO, Makoto ITAGAKI )

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