JPS62297326A - Oil absorbing gelatinizing agent - Google Patents

Abstract

PURPOSE:A transparent gelatinizing agent which is useful as a wax substitute, dissolved in higher fatty alcohols in hot state, forms gel at room temperature and has improved solvent retention characteristics, comprising a copolymer of a specific aliphatic diamine and an aliphatic dicarboxylic acid consisting of a dimer acid as a main component. CONSTITUTION:An oil absorbing a gelatinizing agent comprising a copolymer obtained by subjecting (A) an aliphatic diamine containing 5-40mol% isophorone diamine and 95-40mol% hexamethylenediamine and (B) an aliphatic dicarboxylic acid consisting of a dimer acid as a main component to polycondensation as a main component. Adipic acid, sebacic acid, etc., may be used as the component B.

Description

Detailed Description of the Invention 3. Detailed Description of the Invention <Industrial Application Field> The present invention is capable of absorbing higher aliphatic alcohols to form a transparent solution gel, and can maintain this state for a long period of time. The present invention relates to an oil-absorbing gelling agent that can be used as a wax substitute for cosmetics, pharmaceuticals, paints, etc.

<Prior art> Pl+Li fi -p L 1 1q IJ
M ＾ IJ Td+Mh t
i:8Mk has characteristics such as flexibility, gloss, large solvent retention, and plasticity, and is widely used industrially (edited by Japan Oil Chemists' Association: Oil and Fat Chemistry Handbook, p. 583, Maruzen (1982)
)'j. In particular, its texture on the skin and its ability to dissolve in organic solvents and form a solution gel at room temperature are used in the fields of cosmetic bases and pharmaceuticals (ointment bases) (ed. Tetsusaku Ikeda 2, "Cosmetic Science"). Nanzando (1974)).

<Problems to be Solved by the Invention> However, many waxes are crystalline and therefore opaque, which is often inconvenient when creating a base color or when blending pigments. Furthermore, when dissolved in higher aliphatic alcohols to form a solution gel, the solidifying power may be insufficient or, conversely, the solvent may bleed and the solvent may not be retained. The present inventors have conducted extensive studies on substances that can improve the shortcomings of waxes and substitute waxes, and have discovered that certain types of polyamides have specific properties.

That is, in general, polyamides have good solvent resistance and do not dissolve in solvents (although some are known to be soluble in lower alcohols (Kogyo Materials Vol. 33, No. 1, p. 33).
1985)).

However, as a gelling agent for use in, for example, a cosmetic base, it is desirable firstly to be soluble in higher alcohols, and secondly to form a dissolved gel while retaining the alcohol.

Therefore, an object of the present invention is to provide an oil-absorbing gelling agent that satisfies this required performance.

Means for Solving the Problems〉 That is, the present invention provides isophorone diamine 5-4 Q m
An oil-absorbing gel whose main component is a copolymer obtained by copolymerizing an aliphatic diamine containing o1% and hexamethylene diamine 95 to 60 mo1% and an aliphatic dicarboxylic acid whose main component is dimer acid. It is a drug.

Hereinafter, the configuration of the present invention will be specifically explained.

In the present invention, a copolyamide containing isophorone diamine, hexamethylene diamine, and dimer acid as essential components is required. For example, can it be obtained from dimer acid and isophoronediamine? Although lyamide is soluble in higher alcohols (eg, octyldodecanol), this solution does not form a solution gel even when left at room temperature. That is, such a polyamide does not possess the ability to form a solution gel, which is the second required property of the present invention. On the other hand, a higher alcohol solution of polyamide obtained from dimer acid and hexamethylene diamine easily forms a gel when left at room temperature, but when left for a long time, the alcohol cannot be absorbed and retained in the gel. , causing the so-called sweating phenomenon, gradually releasing alcohol and shrinking.

In other words, it can be said that the stability and quality of the gel are poor.

Therefore, we investigated a mixed diamine system consisting of hexamethylene diamine and isophorone diamine, and found that the main components were an aliphatic diamine containing 5 to 40 mo1% of isophorone diamine and 95 to 5 Q m01% of hexamethylene diamine, and dimer acid. A copolymer consisting of an aliphatic dicarboxylic acid and an aliphatic dicarboxylic acid is dissolved in a higher alcohol when heated, and when the solution is cooled to room temperature and left to stand, it forms a solution gel, and the gel has excellent solvent retention, It was found that there was no sweating and contraction, and thus the desired purpose could be achieved.

Furthermore, we investigated the composition of the copolymer suitable for the purpose of the present invention, and found that isophoronediamine affects the oil retention of the copolymer solution, and as the content in the copolymer increases, the oil retention increases. get well. On the other hand, it reduces solution gelling performance and eventually stops gelling. In terms of oil retention and gelation performance, the amount of copolymerization of isophoronediamine is 5 to 4 Q.
mo1% is most suitable.

The main components of the aliphatic diamine used in the present invention are hexamethylene diamine and isophorone diamine, but the coexistence of aliphatic diamines such as dimethylhexamethylene diamine, undecamethylene diamine, and bis-aminohexylmethane may also occur. The main component of the acid is dimer acid, but if necessary, aliphatic dicarboxylic acids such as adipic acid, sebacic acid, and dodecanoic acid can be used in combination.

Copolymers are produced by conventional polymerization reactions.

That is, the salt reaction between the aliphatic diamine and the dimer acid-containing dicarboxylic acid is carried out at room temperature, and the reaction can be completed by further heating under normal pressure.

Also effective is a method in which an aliphatic diamine containing isophorone diamine and hexamethylene diamine and a dicarboxylic acid containing dimer acid are copolymerized in the presence of a prepolymer made of isophorone diamine and dimer acid prepared in advance. It is characterized in that solution gelling properties can be improved without impairing solvent retention properties.

The degree of polymerization of the copolymer can be changed by adding higher fatty acids such as stearic acid and isostearic acid during polymerization. Thereby, the solubility in the solvent can be adjusted.

The oil-absorbing gelling agent of the present invention has the above-mentioned copolymer as its main component, and the copolymer alone may be used, but organic or inorganic additives such as rod materials, ultraviolet absorbers, and fragrances may be added. I can do it.

<Examples> The present invention will be specifically described below with reference to Examples. In addition, gelation property and oil retention property were evaluated as follows.

Evaluation of solution gelling property: Copolymer IF was mixed with 4 g of octyldodecanol (manufactured by New Japan Chemical Co., Ltd., NJCOL200A).
Dissolve at 80-90°C.

After dissolution, the solution was allowed to stand at room temperature C, and the time at which fluidity disappeared was defined as the gelation time.

Evaluation of oil retention: The solution gel was left to stand for one week, and if octyldodecanol appeared as droplets on the surface, it was evaluated as 6 "sweating".

Example 1 1 mole of mixed diamine of hexamethylene diamine and isophorone diamine and 1 mole of dimer acid (Persamide 216 manufactured by Henkel Hakusui Co., Ltd.) were charged into a reaction vessel. Furthermore, 0.2 mol of stearic acid and a small amount of water (for pressurizing) were added, and the inside of the reaction vessel was purged with nitrogen. Heating was started, and when the internal temperature reached 100°C, stirring was started. Internal pressure 5
hg 7 ci, keep increasing temperature at G, 20
Once the temperature reached 0°C, the pressure was released to normal pressure in 30 minutes. 200-2
The polymerization was completed by keeping at 10°C for 4 hours. The polymer was discharged onto a steel belt in a globular shape, and then made into chips to examine its properties.

Table 1 shows the results of changing the ratio of hexamethylene diamine and isophorone diamine. Isophoronediamine is 0
%, sweating was observed. When the content of isophoronediamine reached 40%, the gelation time of the solution became longer, and when the content of isophoronediamine increased to 50% or more, it no longer gelled.

IPD: Isophoronediamine Example 2 0.7 mol of hexamethylene diamine, 0.3 mol of isophorone diamine, 1 mol of mixed dicarboxylic acid of dimer acid and adipic acid, and further 0.2 mol of stearic acid were charged into a reaction vessel, and lo & g 1 at 250°C under a pressure of /d・G
After heating for an hour and releasing the pressure, heating was continued for an additional hour to complete polymerization.

Table 2 shows the properties of copolymers obtained by varying the ratio of dimer acid and adipic acid. It is shown that as the ratio of adipic acid increases, the gelation time of the solution becomes shorter and gelation becomes easier.

However, if the ratio becomes 674, the gelation time will be shortened, but the transparency will be lost, which is not preferable.

The ratio of dimer acid to adipic acid is preferably 9/1 to 7/3.

DMA: dimer acid, AA: adipic acid Example 3 1 mole of isophorone diamine and 11 moles of dimer acid were charged into a reaction vessel, and polymerized at 200° C. for 4 hours with stirring under a nitrogen stream. After polymerization, the mixture was discharged onto a steel belt and solidified by cooling to obtain a preliminary copolymer. The prepolymer was pulverized and charged into a polymerization vessel together with predetermined amounts of hexamethylene diamine, isophorone diamine, dimer acid, and stearic acid, and polymerized in the same manner as in Example 1. Table 3 shows the properties of the obtained copolymer.

Adding a prepolymer shortens the gelation time. It is also shown that the gelation time becomes longer by post-adding isophoronediamine.

0.2 mol of stearic acid Comparative Example 1 1 mol of dimer acid and 1 mol of undecamethylene cyanide or bis-aminocyclohexylmethane were polymerized in the same manner as in Example 1 in the presence of 0.2 mol of stearic acid.

None of the obtained polymers was soluble in octyldodecanol.

Comparative Example 2 1 mol of isophorone diamine and 1 mol of either adipic acid, sebacic acid or dodecanoic acid were polymerized in the same manner as in Example 1 in the presence of 0.2 mol of stearic acid.

None of the obtained polymers was soluble in octyldodecanol.

Comparative Example 3 0.6 mol of isophorone diamine, 0.4 mol of bis-aminone chlorohexylmethane and 1.0 mol of dimer acid were polymerized in the same manner as in Example 1 in the presence of 0.2 mol of stearic acid.

The obtained polymer dissolved in octyldodecanol when heated, but when cooled to room temperature, the polymer and solvent separated and no gel was formed. Also ~, isophorone diamine 0
．． 7 mol, dimer acid 0.7 mol, aminododecanoic acid 0
．． A polymer obtained by polymerizing 3 mol of stearic acid in the presence of 0.2 mol of stearic acid was similarly soluble but had no gel-forming ability.

<Effects of the Invention> The gelling agent of the present invention dissolves in higher aliphatic alcohols when heated, and forms a solution gel when left at room temperature. The solution gel is transparent and has excellent solvent retention properties. Therefore, this gelling agent can be widely used as a wax substitute that is transparent and has excellent solvent retention properties, improving the drawbacks of existing waxes.

Claims (1)

[Claims] The main component is a copolymer obtained by condensation polymerization of an aliphatic diamine containing 5 to 40 mol% of isophorone diamine and 95 to 40 mol% of hexamethylene diamine and an aliphatic dicarboxylic acid whose main component is dimer acid. Oil-absorbing gelling agent.