JPS6038453A - Quickly soluble fumaric acid composition - Google Patents

Abstract

PURPOSE:To provide the titled compsn. which can be quickly dissolved in cold water and hardly emits malodor when used as a mixture with perfume, by treating fumaric acid with a specified water-soluble high-molecular compd. and an alkaline material. CONSTITUTION:A water-soluble, high-molecular compd. having an average MW of 300-50,000 selected from homopolymers and copolymers of monomers of formulas I and/or II [wherein R1, R2 are each H, COOX2 (one of them is always a group other than COOX2); R3, A are each H, methyl; X1, X2 are each an alkali metal; A2 is an ester group of formula -COOY; Y is a 1-8C alkyl, a 2-5C monohydroxyalkyl] and an alkaline material such as sodium tripolyphosphate are dissolved in water. Fumaric acid is added to the resulting aq. soln. and, dissolved therein by heating. The soln. is cooled to crystallize out fumaric acid, which is then recovered by filtration and dried, thus obtaining fumaric acid carrying 0.01-50wt% water-soluble high-molecular compd. and not more than 2wt% alkaline material.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a fumaric acid composition that dissolves quickly even in cold water. Specifically, the present invention relates to a fumaric acid composition that dissolves quickly even in cold water. The present invention relates to a fast-dissolving fumaric acid composition that melts easily and hardly generates off-flavors even when used in combination with fragrances and the like.

Fumaric acid is an inexpensive organic carboxylic acid and has been used as an ingredient in food acidulants, household detergents, deodorizers, bath salts, etc. However, compared to other organic carboxylic acids, such as succinic acid, malic acid, and citric acid, which exhibit similar properties, fumaric acid has a lower dissolution rate in water, which is unavoidable for practical use.

Therefore, in order to improve these drawbacks of fumaric acid, J.
Several attempts have been made, including the use of fumaric acid particles!
(The carbon content of the alkyl group, which is a surfactant, is 5 to 1.
Coated with 7 fatty acid esters, many! ),'i 1 [
A method has been proposed for coating maltodextrin containing i. However, fatty acid neasters have a tendency to foam when dissolved in water, and when used as food additives, they may impair the taste, and may also cause problems such as decreased solubility due to aging, and the formation of precipitates and floating substances. Various drawbacks have been pointed out, and on the other hand, maltodextrin compositions that have been proposed to solve these drawbacks are not sufficient in terms of providing rapid solubility. When the surface of fumaric acid particles is coated with saccharides, the surface area of the fumaric acid particles must be increased (and the IL of the particles must be reduced), as this compound itself has hydrophobic properties. However, as the particle size decreases, fumaric acid tends to float, making the dissolution operation difficult.

The present invention proposes a composition for ameliorating such drawbacks, that is, the present invention is specified as follows.

(1) Fumaric acid with an average molecular weight of 300 to 50,00
1. A fast-soluble fumaric acid composition, characterized in that it is treated with a water-soluble polymer compound having a pH of 0.0 and an alkaline substance.

(2) The water-soluble polymer compound has the following general formula [I] and/
Or the composition according to (1) above, which is a pomopolymer or copolymer of the monomer represented by [■].

(3) The composition according to (1) or (2) above, wherein the alkaline substance is a condensed phosphate, bicarbonate, carbonate, silicate, or hydroxide of an alkali metal.

The present invention will now be explained in more detail. The fural used in the present invention may have a particle size obtained by a conventional fumaric acid production method.

- Above, the water-soluble 16-molecule compound I used in the present invention has an average molecular weight of 300 to 50.000,
Preferably, it is in the range of 500 to 30,000, specifically, 1145 g of alkali gold of the unsaturated carboxylic acid shown in [1] above, acrylic acid, methacrylic acid, etc. Polymer or copolymer of maleic acid, fumaric acid (Alp JIJ metal salt of 4C and/or
Or f1″i shown in [II] above, Dragon (4ζ
, more specifically methyl, ethyl, )ethyl, 2-ethylhexyl ester of acrylic acid 9'fl 'e 7
2-hydroxyethyl 2-hydroxypropyl ester of oxalic acid and methacrylic acid
[Materials and copolymers may be mentioned.

Examples of alkali metals include sodium, sonoium, rubidium, and cesium. ．． th
s Sodium is used.

These water-soluble polymer compounds are fumaric acid
．． 01-50 weight ratio, preferably +'! ．． 0.01~30
Make it carry a heavy Wk% range. Also, in November, the unexploded O6
Condensed monophosphates, silicates, bicarbonates, carbonates, hydroxides, and alkali metals such as potassium, potassium, etc., but especially sodium compounds.

The alkaline substances can be used singly or as a mixture of two types -H, but the total amount used is not more than 2 parts by weight relative to fumaric acid. If the amount of alkaline substance '1'■ added to fumaric acid is too large, it will affect its pi (I-0) when the fumaric acid composition is dissolved in water. When used as an agent, the pH of the aqueous solution is 2.0 to 5.0, preferably 2.5.
It should be kept in the range of ~4.0, and it should be noted that if it exceeds 5, the effect of adding fumaric acid will be diminished. In addition, toy ky property molecularized metal is alkaline, and its speaking power is 11 minutes (if you take it ((),
Needless to say, there is no need to further add an alkaline substance. (a) The fumaric acid composition according to the invention may be prepared by either the internal crystallization method or the dipping method. Specific examples are as follows.

Alkaline I rostrum and aqueous solution of water-soluble polymer compound? Fumaric acid is prepared by heating and dissolving in this aqueous solution, followed by cooling, crystallization, 1 filtration, drying and pulverization, and classification. It is prepared through. The solution 1 used here can be reused by adding the alkaline substance and water-soluble polymer compound needed. Alternatively, fumaric acid may be immersed in the aqueous solution, followed by drying and pulverizing to produce RAM. The performance of the fumaric acid composition thus prepared was evaluated by the following solubility test. 300m/
! 300 ml of cold water at 20° C. is placed in a beaker and stirred with a stirrer at 25 Or, p, m. 0.5.9 of the fumaric acid composition is added to the water, and the time until complete dissolution is measured. Also, by observing the hydrophilicity to water and judging the appearance,
Those that dissolve immediately were rated as ◎, those that dissolved after being dispersed in water were rated as ○, and those that partially floated were rated as ×. Examples and comparative examples are shown below. 1-0 Example 1 Water 1560 mI! Sodium 2501 next to tripolyline
1 Sodium polyacrylate (average molecular weight 1°s o
o o) 1.3 g was added to the solution heated and dissolved,
Add 150 g of fumaric acid 32 mesh pass product and dissolve while stirring at a temperature of 95°C.
Cool to 00C to precipitate crystals, dry over 11 and give 9
59 fumaric acid composition crystals were obtained.

The Mi'i crystal was crushed and classified to determine the solubility of the 2O mensch pass product. In addition, sodium polyacrylate in the crystals was analyzed by gel permeation chromatography.
: ! 'jl shita. Results fX: Shown in Table 1.

Fire hYQ Example 2 25 g of sodium bicarbonate and 140.9 g of sodium polyacrylate (average molecular weight t4000) were added to 800 ml of water, and 150 g of fumaric acid 32 menshu bath product was added to the dissolved solution, and stirred at room temperature. After the evaporation treatment, 102 g of fumaric acid composition crystals were obtained by filtration and drying.

The crystals were crushed and classified in the same manner as in Example 1 for 48 mesh bath products.

1P! A11 Example 3 21 g of caustic soda and 60 jJ of sodium polyacrylate (average molecular weight 500) were added to 700 ml of 7k, and 32 g of fumaric acid was added to the solution to give s'ii IQ'F.
Metshu pass item 150. ! Add 9 to υ11 and heat to 90℃ while stirring.
The melt fL was then cooled to 20°C to precipitate crystals, which were then filtered and dried to give a solution of 92°C. q of fumaric acid composition crystals were obtained.

The following steps were carried out in the same manner as in Example 2.

Sodium lylate (average molecule (N-, 8 ('J 00
) Using the solution obtained by adding and dissolving 85 g of fumaric acid, the following procedure was repeated in the same manner as in Example 3 to obtain 11 product crystals in 116 g of fumaric acid. The following steps were carried out in the same manner as in Example 2.

Examples 5 to 8 Sodium polymaleate (
Average molecular weight: 700) Polysodium methacrylate (average molecular weight: 13,000) Acrylic acid/maleic acid (malthyphenate: 0:30) copolymer) IJium salt (average molecular weight): 43. ('100) Acrylic acid/2-hydroxyethyl acrylate (molar ratio 84:14) copolymer sodium salt (average molecular weight 15,000) was used, but the results were carried out in the same manner as in Example 1. Table 1 shows the results. Comparative Example 1 Fumaric acid granulated by pulverization and classification (200 mesh pass product) 100 gfig lipon type knee, R' -
46 g of a 10 titanol solution of sucrose stearate with a monoester content of 90, prepared separately, was mixed and sprayed with stirring, the mixture was dried at 85°C to evaporate the ethanol, and the dried material was crushed and classified. A 200 mesh bath product was obtained. The ajt ester (8 retention rate was 04). The results of the stone dust 1 raw test are shown in Table 1.

Comparative Example 2 100 p of fumaric acid (300 mesh pass product) granulated by pulverization and classification and 5 g of malto-dextrin were mixed in a ribbon kneader. Next, 150 ml of water was added and immersed at room temperature with stirring, followed by 1 vortex, drying, pulverization, and classification to obtain a 300 mesh pass product. The compatibility rate of maltodextrin was 5 candy.

The results of the solubility test are shown in Table 1.

Kanayama below

Claims (3)

[Claims] (1) Fumaric acid has an average molecular weight of 300 to 50,000
1. A fast-soluble fumaric acid composition, characterized in that it is treated with a water-soluble polymer compound having a pH range of 0.0 and an alkaline S substance. (2) The water-soluble polymer compound has the following general formula [I] and/
The composition according to claim (1), characterized in that A') is a homopolymer or copolymer of a monomer represented by -1: or CHI). (3) a condensed phosphate whose alkaline substance is an alkali metal;
The composition according to claim 1 or 2, which is a bicarbonate, carbonate, silicate or hydroxide.