JPS62127378A - Solidified alcohol composition - Google Patents

Abstract

PURPOSE:To obtain the titled composition having excellent transparency, strength, heat resistance, and bleeding resistance, by mixing a liquid alcohol, an acrylic acid polymer, a specified compound, and an amine compound. CONSTITUTION:100pts.wt. alcohol (A) which is liquid at ordinary temperatures (e.g., methanol) is mixed with 0.05-5pts.wt. acrylic acid based polymer (B) (e.g., an acrylic acid polymer), 0.1-10pts.wt. compounds (C) of formula I and/or formula II (wherein R is H, 1-8C alkyl, alkoxy, halogen or OH; l, m, and n are each 1-5; p is 0-1) (e.g., dibenzylidenesorbitol) which are condensation products of sorbitol or xylitol with an aromatic aldehyde, and 0.05-20pts.wt., based on 1pt.wt. component B, amine compound (D) of formula III (wherein R is H, 1-18C alkyl, alkenyl, alkanol or phenyl, except for ammonia) (e.g., triethylamine).

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application 1] The present invention relates to a solidified alcohol composition, and particularly to a solidified alcohol having excellent transparency, strength, heat resistance, bleeding resistance, etc.

[Prior Art] When solidifying alcohols that are liquid at room temperature, a method using metal soap is known as the most common method, but the solid material obtained by this method is opaque and has a low commercial value. There's a problem. On the other hand, a method using dibenzylidene sorbitol in combination with hydroxyalkyl cellulose to improve the transparency has been proposed in the past (Japanese Patent Application Laid-open No. 48-9984).
Although both methods are somewhat effective in improving transparency, satisfactory results have not yet been obtained in terms of strength, heat resistance, bleeding resistance, etc. of the solidified product. In particular, when the alcohol solids produced by the above-mentioned known techniques are used for solid fragrances, solid fuels, solid detergents, etc., it is an undeniable fact that the product value, including storage problems, is reduced.

[Problem to be solved by the invention 1 As a result of intensive research to solve the above-mentioned drawbacks, the inventor has
By using an acrylic acid polymer and specific amines in combination, a solid composition having satisfactory properties can be obtained by
The present invention was completed based on this knowledge.

That is, the present invention is characterized in that an acrylic acid polymer, a compound represented by the following formula (I) and/or (II), and an amine compound represented by the formula (1) are blended into an alcohol that is liquid at room temperature. The purpose of the present invention is to provide a novel solidified alcohol composition.

(In the formula, R is a hydrogen atom, an alkyl group having 1 to 8 carbon atoms,
Represents a substituent that can be arbitrarily selected from an alkoxy group, a halogen atom, and a hydroxyl group, z, m, and n are the same or different integers of 1 to 5, and p is O or 1. (In the formula, R is a hydrogen atom. , same or different carbon number 1-1
It represents eight alkyl groups, alkenyl groups, alkanol groups, and phenyl groups, and can be arbitrarily selected. However, ammonia is excluded) [Means for solving the problem 1 Alcohols that are liquid at room temperature used in the present invention include:
Examples include monohydric or dihydric alcohols having 1 to 4 carbon atoms, such as methanol, ethanol, propatool, impropatol, butanol, ethylene glycol, propylene glycol, diethylene glycol, and the like.

Examples of acrylic acid-based polymers include homopolymers or copolymers of acrylic acid or methacrylic acid and their esters, or salts thereof. The molecular weight of the 7-mer is not particularly limited, but it goes without saying that a compound that is compatible with the target alcohol is preferable.

The compounds represented by formulas (I) and (II) are condensates of sorbitol or xylitol and aromatic aldehydes, and are easily obtained by conventionally known techniques. Co., Ltd.'s product names such as "Gel All D", "Gel All T", and [Gel All MDJ] are famous, but they are not necessarily limited to these.
If expressed in compound terms, dibenzylidene sorbitol,
tribenzylidene sorbitol, ditolylidene sorbitol, bis(ethylbenzylidene) sorbitol, bis(chlorobenzylidene) sorbitol, bis(hydroxybenzylidene) sorbitol, dibenzylidene xylitol, tribenzylidene xylitol, ditolylidene xylitol, bis(ethylbenzylidene) xylitol, Examples include bis(chlorobenzylidene)xylitol and bis(hydroxybenzylidene)xylitol, and these compounds may be used alone or in a mixture of two or more.

In addition, the 1-3 treated amines represented by the formula (In) include aliphatic, alicyclic, aromatic individual or stone-based amines, and typical examples include methylamine, ethylamine, propylamine, butylamine, and dimethyl. Amine, diethylamine, dipropylamine, dibutylamine, trimethylamine, triethylamine, tripropylamine, tributylamine, monoethanolamine, motuprobanolamine, monobutanolamine, jetanolamine, dibrobanolamine, jetanolamine, triethanol Amine, tripropaturamine, tributanolamine, dilaurylmethylamine, distearylmethylamine, dimethyllaurylamine, dimethylstearylamine, cyclohexylamine, dicyclohexylamine, aniline, methylaniline, dimethylaniline, benzylamine, methylbenzylamine, etc. There are too many to list.

In carrying out the present invention, 0.05 to 5 parts by weight of acrylic acid polymer, (I
> and/or compounds represented by formula (II) 0.1 to 10
Most preferably, 0.05 to 20 parts by weight of the amine compound represented by the formula (I [I) is blended per 1 part by weight of the acrylic acid polymer. If the amount of these compounds is too small, it will be difficult to obtain the desired effect, and if the amount is too large, there will be no significant difference in the effect, but it will be economically disadvantageous.

Next, a method for preparing the composition of the present invention will be described. First, the acrylic acid-based polymer is added little by little while stirring the alcohol, and when the entire amount has been added, it is thoroughly stirred with a homogenizer or other stirrer to disperse and swell. next(
Add the compound of formula I> and/or (II), heat and stir if necessary to completely dissolve it, add the amine compound of formula (III) in this state, and stir gently to make it homogeneous, as appropriate. Pour into a mold or container, cool, and solidify.

There is no problem with cooling either rapid cooling or slow cooling.

When blending other substances such as fragrances and surfactants, those with no heat resistance should be blended with alcohol from the beginning, and those with weak heat resistance should be added quickly before adding the amine compound of the (In> formula). is desirable.

The solidified alcohol composition according to the present invention includes a solid fragrance,
It can be used in solid fuels, solid fragrances, bases for various mulberry agents, solid adhesives, solid paints, solid cleaning agents, etc.

[Example] Next, Examples and Comparative Examples of the present invention will be described.

Example 1 0.5 parts by weight of an acrylic acid polymer (Hibiswako-105 manufactured by Wako Pure Chemical Industries, Ltd.) was gradually added to 100 parts by weight of methanol with stirring, and then dispersed at 200 Qrpm for 10 minutes.Then, this was placed in a reflux vessel. 2.O! parts of dibenzylidene sorbitol were added thereto, and the mixture was heated and stirred until it was completely dissolved. Thereafter, 0.5 parts by weight of triethylamine was added to the acrylic acid polymer.

The mixture was stirred and dissolved, poured into a container, and left to cool at a very high temperature to obtain solidified methanol. The appearance, transparency, and
Strength, alcohol seepage from the surface (“sweating”)
The table shows the properties such as the presence or absence of solid matter, the presence or absence of oozing when the solid material is broken, and heat resistance.

It was measured using a jelly strength measuring device (manufactured by Kikiya Seisakusho).

A heated solution was poured into a test tube with an inner diameter of 1.2 cm to a height of 10 CIR, and the solution was cooled and solidified. After leaving it in a constant temperature bath at 20℃ for 30 minutes, 5.5! with a diameter of 1 cm! l? An iron ball was placed on the tube, and then heated at a temperature increase rate of 3° C./min for 1 hour, and the state of the solid matter and the iron ball was observed. The temperature at which the iron ball begins to settle and the temperature at which the liquid begins to ooze out are shown in the table.

Characteristics of the Haku Judgment was made visually.

Example 2 Using 100 parts by weight of ethanol, 0.35 parts by weight of acrylic acid polymer (Hibis Wako 105), 1.7 parts by weight of dibenzylidene sorbitol, and 2.5 parts by weight of lauryldimethylamine based on the polymer, Example 1 Solidified ethanol was obtained in the same manner as above. The properties of the composition obtained are shown in the table.

Comparative Example 1 2 parts by weight of dibenzylidene sorbitol were added to 100 parts by weight of methanol, dissolved by heating, and then cooled to obtain solidified methanol. The properties of the composition obtained are shown in the table.

Comparative Example 2 1.7 parts of dibenzylidene sorbitol was added to 100 parts by weight of ethanol, and after melting with heat for 1 hour, the mixture was cooled to obtain solidified methanol. The properties of the composition obtained are shown in the table.

[Effect of the invention 1] Compared to conventional compositions, the solidified alcohol composition of the present invention: (1) has a gel strength of 1.5 to 2 times, (2) hardly oozes out when broken even when pressure is applied; The effects are remarkable: 1) improved transparency, 2) prevents alcohol from seeping onto the surface of the solid material during sealed storage, and 2) high heat resistance.

Claims (1)

[Claims] The invention is characterized by blending an acrylic acid polymer, a compound represented by the following formula (I) and/or (II), and an amine compound represented by the formula (III) into an alcohol that is liquid at room temperature. A solidified alcohol composition. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) (In the formula, R is a hydrogen atom, an alkyl group having 1 to 8 carbon atoms,
Represents a substituent that can be arbitrarily selected from alkoxy groups, halogen atoms, and hydroxyl groups, l, m, and n are the same or different integers from 1 to 5, and p is 0 or 1) ▲ Contains mathematical formulas, chemical formulas, tables, etc. ▼(III) (In the formula, R is a hydrogen atom, the same or different carbon number 1-1
It represents eight alkyl groups, alkenyl groups, alkanol groups, and phenyl groups, and can be arbitrarily selected. However, ammonia is excluded)