JPH06247882A - P-divinylbenzene composition - Google Patents

Abstract

PURPOSE:To improve the stability of concentrated p-divinylbenzene. CONSTITUTION:This p-divinylbenzene composition is produced by compounding (A) 100 pts.wt. of divinylbenzene containing >=80wt.% of p-divinylbenzene and obtained by dehydrogenating diethylbenzene and subjecting the obtained reaction mixture to purification treatment including distillation and/or crystallization with (B) 10-70 pts.wt. of an organic solvent selected from acid amides and alkanols exhibiting liquid state at normal temperature and (C) a polymerization inhibitor such as t-butylcatechol. The composition can be stored for >=90 days at normal temperature.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a paradivinylbenzene composition, and more particularly to a paradivinylbenzene composition which has excellent stability and is convenient to use.

[0002]

BACKGROUND OF THE INVENTION Paradivinylbenzene is useful as a cross-linking agent for various resins because it has two double bonds, and is used as a raw material for modifying various resins in addition to ion exchange resins and the like. A high-purity product is desired for more functional use. Paradivinylbenzene can be produced by dehydrogenating paradiethylbenzene (Japanese Patent Laid-Open No. Sho 6-62)
2-45542). However, since paradivinylbenzene is highly reactive and tends to polymerize to form a polymer, storage stability is poor even if high concentration paradivinylbenzene is recovered, and when it takes a long time to use it, it is highly purified. Little advantage as a product. Furthermore, high-concentration paradivinylbenzene has a high melting point of around 31 ° C., which makes it difficult to compound a polymerization inhibitor and the like and has a small effect.

[0003]

SUMMARY OF THE INVENTION An object of the present invention is to provide a paradivinylbenzene composition having excellent stability and usability.

[0004]

In order to solve the above-mentioned problems, the present inventor has proposed that when a specific organic solvent is added to paradivinylbenzene, the polymerization of paradivinylbenzene during storage or transportation can be performed. The present invention has been completed by conducting research based on the finding that it can be suppressed and can be easily used depending on the application. That is, according to the present invention, the reaction mixture obtained by dehydrogenating diethylbenzene is subjected to a purification treatment including distillation and / or crystallization to obtain divinylbenzene 10 having a paradivinylbenzene content of 80 wt% or more.
A paradivinylbenzene composition comprising 10 to 70 parts by weight of an organic solvent selected from acid amides and alkanols at room temperature, and a polymerization inhibitor, relative to 0 parts by weight.

Paradivinylbenzene content of 80% by weight
The above-mentioned divinylbenzene is obtained by dehydrogenating diethylbenzene having a high content of para isomers and subjecting it to a purification treatment including distillation and / or crystallization, and such a purification treatment is known.

The organic solvent blended with divinylbenzene in the present invention is an organic solvent selected from acid amides and alkanols which are liquid at room temperature. The acid amides include formamide, formethylamide, formdimethylamide,
Acetodimethylamide, acetoethylamide, acetodiethylamide and the like can be mentioned. These may be one kind or a mixture of two or more kinds.

Examples of the alkanols include lower alcohols such as methanol and ethanol, and higher alcohols such as hexanole and octanole, which have 6 to 8 carbon atoms.
The higher alcohols are preferred. These are preferably non-polymerizable, and if non-polymerizable, they are liquids at room temperature,
In use, even if it is used as it is blended or polymerized, it does not adversely affect the polymerization reaction. It is also possible to separate this after carrying out a polymerization reaction and the like. Furthermore, if a solvent having a lower boiling point than that of divinylbenzene or an organic solvent having a low freezing point is selected as the organic solvent, it can be easily separated by means such as distillation or crystallization, and a high concentration of divinylbenzene can be easily obtained. is there. The organic solvent thus separated can be reused if necessary.

Common to these organic solvents is that they are compatible with divinylbenzene and have the effect of preventing the polymerization of divinylbenzene. The amount of the organic solvent used is 10 to 70 with respect to 100 parts by weight of divinylbenzene.
Parts by weight, preferably 30 to 50 parts by weight. If the amount of the organic solvent used is small, it is not possible to obtain a polymerization-preventing effect that is practical. On the other hand, if the amount is too large, the separation efficiency is poor and the storage efficiency is poor because the volume is large.

Even if only the above-mentioned organic solvent is added, the polymerization inhibitory effect can be obtained. However, when there is a period before use, it is desired that the polymerization inhibitory effect is higher. Therefore, in the present invention, a polymerization inhibitor is further added. Suitably, t-butyl catechol is blended as a polymerization inhibitor. When the organic solvent and the polymerization inhibitor are used in combination, a larger effect can be obtained than the sum of the polymerization prevention effects when they are individually blended. Although the amount of the polymerization inhibitor used depends on the type of the polymerization inhibitor and the solvent, generally about 500 to 5000 ppm is effective.

[0010]

【Example】

Examples 3 to 3, Comparative Examples 1 to 4 Diethylbenzene having a para isomer content of 97 wt% was dehydrogenated, and the resulting dehydrogenated oil was distilled and crystallized to give a para isomer content of 97 wt% and a concentration of 99. Weight percent divinylbenzene was recovered. With respect to the obtained paradivinylbenzene, the organic solvents and t-butylcatechol (TB
C) was blended and uniformly mixed, and then left in a room kept at 20 ° C. to measure the amount of polymer produced. Table 1 shows the kinds of the organic solvent, the blending amounts of the organic solvent and TBC with respect to 100 parts by weight of divinylbenzene, and the production amount of the polymer after a certain period of time.

[0011]

[Table 1] Note) DMA is dimethylacetamide, 2EH is 2-ethylhexanol, Sty is styrene, Tol is toluene, Ge
l indicates gelation.

[0012]

INDUSTRIAL APPLICABILITY The paradivinylbenzene composition of the present invention has excellent stability and can withstand long-term storage and transportation. In addition, since it can be easily made into highly pure paradivinylbenzene, it is also excellent in ease of use.

Claims (2)

[Claims] 1. A reaction mixture obtained by dehydrogenating diethylbenzene is subjected to a purification treatment including distillation and / or crystallization to obtain 100 parts by weight of divinylbenzene having a paradivinylbenzene content of 80 wt% or more. 10-70
A paradivinylbenzene composition obtained by blending parts by weight of an organic solvent selected from acid amides and alkanols that are liquid at room temperature, and a polymerization inhibitor. 2. The paradivinylbenzene composition according to claim 1, wherein the polymerization inhibitor is t-butylcatechol.