ZINC CARBOXYLIC ACID SALT AND ZINC CARBOXYLATE SOLUTION CONTAINING SAME

Abstract

A composition of zinc salts of carboxylic acids. The carboxylic acids of the zinc salts include 0.5 to 6.0 mass % of a component (A), 0.05 to 1.2 mass % of a component (B) and 88.0 to 98.0 mass % of a component (C) described below. A ratio [(A)/(B)] of a mass of the component (A) with respect to a mass of the component (B) is 99/1 to 75/25, where (A) is a straight chain and saturated carboxylic acid having a carbon number of 12 to 22; (B) is a strait chain and unsaturated carboxylic acid having one unsaturated bond and a carbon number of 18, said unsaturated bond comprising a trans-form double bond; and (C) is a straight-chain and unsaturated carboxylic acid having one unsaturated bond and a carbon number of 18, said unsaturated bond comprising a cis-form double bond.

Claims

1. A composition of zinc salts of carboxylic acids, wherein said carboxylic acids of said zinc salts comprise 0.5 to 6.0 mass % of a component (A), 0.05 to 1.2 mass % of a component (B) and 88.0 to 98.0 mass % of a component (C) described below, and wherein a ratio [(A)/(B)] of a mass of said component (A) with respect to a mass of said component (B) is 99/1 to 75/25: (A) is a straight chain and saturated carboxylic acid having a carbon number of 12 to 22; (B) is a strait chain and unsaturated carboxylic acid having one unsaturated bond and a carbon number of 18, said unsaturated bond comprising a trans-form double bond; and (C) is a straight-chain and unsaturated carboxylic acid having one unsaturated bond and a carbon number of 18, said unsaturated bond comprising a cis-form double bond.

2. A solution of a composition of zinc salts of carboxylic acids, said solution comprising said composition of zinc salts of carboxylic acids of claim 1 and a solvent, wherein a total content of said composition of zinc salts of carboxylic acids is 0.01 to 30 mass %.

Description

EXAMPLES

[0052] The present invention will be described further in detail below, referring to inventive and comparative examples.

Inventive Example 1: Preparation of Zinc Salts of Carboxylic Acids

[0053] 250 g of a composition of carboxylic acids having a composition of “No. 1” shown in table 1 and 2500 g of water were charged into 3-liter separable flask and the temperature was elevated to 70° C. 77.2 g of 48 mass % aqueous solution of sodium hydroxide was then added and agitated for 1 hour at the same temperature (70° C.) to obtain aqueous solution of alkali metal salts of carboxylic acids. Thereafter, while it was held at 70° C., 151.2 g of 25 mass % zinc chloride aqueous solution was added dropwise over 1 hour into the aqueous solution of the alkali metal salts of carboxylic acids. After the completion of the dropwise addition, it was further agitated over 1 hour at 70° C. 1500 g of water was added into the thus obtained slurry of aqueous solution of the zinc salts of carboxylic acids, which was then cooled to 60° C. or lower. Thereafter, the solution was filtered through a suction filtering machine, washed with 1000 g of water twice, and the thus obtained cakes were dried at 75° C. over 72 hours by means of a tray drier, ground and classified to obtain particles of the zinc salts of carboxylic acids.

Inventive Example 2

[0054] The carboxylic acid composition used was changed to “No. 2” shown in table 1. It was performed according to the same conditions as those of the inventive example 1.

Comparative Example 1

[0055] The carboxylic acid composition used was changed to “No. 3” shown in table 1. It was performed according to the same conditions as those of the inventive example 1.

Comparative Example 2

[0056] The carboxylic acid composition used was changed to “No. 4” shown in table 1. It was performed according to the same conditions as those of the inventive example 1.

[0057] Then, the viscosities at 100° C. (1 rpm and 2.5 rpm), the stability of the viscosities and heat resistance of each of particles of the zinc salts of carboxylic salts of the inventive examples 1 and 2 and comparative examples 1, 2 and 3 were measured as follows, respectively, and the results of measurement were shown in table 2.

[0058] (Viscosities at 100° C.)

[0059] The viscosities (1 rpm and 2.5 rpm) of a sample molten at 100° C. were measured by means of a B-type viscometer.

[0060] (Stability of Viscosity)

[0061] A value obtained by dividing the viscosity at 1 rpm with the viscosity at 2.5 rpm.

(Heat Resistance)

[0062] Color scale direct after a sample was completely molten at 100° C. and color scale after the sample was held in molten state for 1 hour at 100° C. were measured as Gardner color scale. The Gardner scales of the respective samples direct after the melting were proved to be 2. Table 2 shows the color scales after the samples were held for 1 hour. Further, a difference of the color scale direct after the melting and color scale after the sample was held for 1 hour was calculated and shown in a parenthesis shown in table 2. Further, the measurement was performed based on JIS K-0071-2.

[0063] (Production and Evaluation of Solution of Zinc Salts of Carboxylic Acids)

[0064] 800.0 g of 1-octadecene and 200.0 g of the zinc salts of carboxylic acids of the respective examples shown in table 2 were charged into 2 liter round bottle flask made of SUS and mixed under nitrogen bubbling at 300° C. for 5 hours to obtain solutions. After the mixing, the temperature of the solution was cooled to room temperature to obtain a sample.

[0065] The stability of solubility of the thus obtained sample was confirmed by eyes. The results were shown in table 3.

TABLE-US-00001 TABLE 1 Carbon number 16 18 18 18 18 18 Component Component Component Number of double 0 0 1 1 2 3 (A) (B) (C) (A)/(B) cis Trans cis cis Position of — — 9- 9- 9- 9- Double bonds position position position position 12- 12- position position 15- position Components (A) (A) (C) (B) (D) (D) Composition of No. 1 3.10 1.40 92.17 0.16 2.85 0.32 4.50 0.16 92.17  97/3 carboxylic acids No. 2 2.23 0.87 93.31 0.70 2.37 0.52 3.10 0.70 93.31  82/18 No. 3 0.24 — 99.44 — 0.32 — 0.24 0.00 99.44 100/0 No. 4 1.36 2.76 89.45 2.12 4.31 — 4.12 2.12 89.45  66/34

TABLE-US-00002 TABLE 2 Viscosity Viscosity Raw material at 100° C. as 100° C. Stability Color scale Carboxylic acids (1.0 rpm) (2.5 rpm) of viscosity ( Gardner) (Inventive Example 1) No. 1 878.8 802.6 1.09 3 (Δ1) Zinc carboxylates 1 (Inventive Example 2) No. 2 854.5 798.3 1.07 3 (Δ1) Zinc carboxylates 2 (Comparative Example 1) No. 3 884.6 790.2 1.12 3 (Δ1) Zinc carboxylates 3 (Comparative Example 2) No. 4 867.9 780.2 1.11 5 (Δ3) Zinc carboxylates 4

TABLE-US-00003 TABLE 3 Raw material: Stability of Zinc carboxylate Solubility Inventive Zinc carboxylates 1 ◯ Example 1 Inventive Zinc carboxylates 2 ◯ Example 2 Comparative Zinc carboxylates 3 Separated Example 1 Comparative Zinc carboxylates 4 Muddy Example 2

[0066] As shown in tables 1 to 3, in the case that carboxylic acids forming the zinc salts of carboxylic acids satisfy the composition of the present invention, the stability of viscosity and heat resistance of the molten substance of the zinc salts of carboxylic acids were good, and the stability of the solubility of the solution of zinc salts of carboxylic acids was high.

[0067] According to the comparative example 1, as the ratios of the components (A) and (B) and (A)/(B) were out of the present invention, the stability of the viscosity was low and the separation of zinc salts of carboxylic acids was observed.

[0068] According to the comparative example 2, as the ratios of the component (B) and (A)/(B) were out of the present invention, the stability of the viscosity was low, the color scale after 1 hour was considerably changed and muddy appearance was observed in the solution.