Polyether composition

JP2026141755APending Publication Date: 2026-09-04SANYO CHEM IND LTD
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Patent Information

Application Number
JP2026016556
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2025-02-25
Filing Date
2026-02-04
Publication Date
2026-09-04

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【0006】 本発明のポリエーテル組成物(X)は、以下の効果を奏する。 (1)pHの経時安定性に優れる。 (2)外観の経時安定性に優れる。

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Abstract

The objective of this invention is to provide a polyether composition that exhibits excellent stability over time. [Solution] A polyether composition (X) comprising the following allyl ether (A1), ether (A3), and δ-tocopherol (G1), wherein (G1) is present in an amount of 0.01 to 0.5% by weight based on the total weight of (A1) and (A3). Allyl ether (A1): Alkoxy (alkoxy with 1-22 carbon atoms) poly(5-50) oxypropylene allyl ether; Ether (A3): Dimethyl ether of poly(10-100) propylene glycol;
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Description

Technical Field

[0001] The present invention relates to a polyether composition. Background Art

[0002] Polyether compositions are generally used in cosmetic applications and modified silicone applications, and specific polyether compositions with low discoloration have been proposed (Patent Document 1, etc.). Prior Art Literature Patent Literature

[0003] Patent Document 1 Japanese Unexamined Patent Publication No. 2006-002053 Summary of the Invention Problem to be Solved by the Invention

[0004] However, it cannot be said that the storage stability over time is sufficiently satisfactory, and improvements have been demanded. An object of the present invention is to provide a polyether composition excellent in storage stability over time. Means for Solving the Problem

[0005] The present inventors have arrived at the present invention as a result of studies to achieve the above object. That is, the present invention is a polyether composition (X) comprising the following allyl ether (A1), an ether (A3), and δ-tocopherol (G1), wherein the content of (G1) is 0.01 to 0.5% by weight based on the total weight of (A1) and (A3). Allyl ether (A1): alkoxy (the alkoxy has 1 to 22 carbon atoms) poly(5 to 50) oxypropylene allyl ether; Ether (A3): dimethyl ether of poly(10 to 100) propylene glycol; Effect of the Invention

[0006] The polyether composition (X) of the present invention provides the following effects. (1) Excellent pH stability over time. (2) Excellent stability of appearance over time. [Modes for carrying out the invention]

[0007] <Allyl ether (A1)> In the present invention, allyl ether (A1) is alkoxy (alkoxy with 1 to 22 carbon atoms, preferably 1 carbon atom) poly(5 to 50) oxypropylene allyl ether [hereinafter sometimes referred to as alkyl allyl diether of polypropylene glycol]. The above (5-50) indicates the number of propylene glycol units in polypropylene glycol, which is 5-50, preferably 20-30.

[0008] Allyl ether (A1) can be obtained, for example, by adding 5 to 50 moles (preferably 20 to 30 moles) of propylene oxide (PO) to an alcohol having 1 to 22 carbon atoms (such as methanol), followed by reaction with allyl halide to etherify. Separation and purification may be performed as needed.

[0009] <Ether (A3)> In this invention, ether (A3) is dimethyl ether of poly(10-100)propylene glycol. The above (10-100) indicates the number of propylene glycol units in polypropylene glycol, which is between 10 and 100, and preferably between 40 and 60.

[0010] Ether (A3) can be obtained, for example, by adding 10 to 100 moles (preferably 40 to 60 moles) of propylene oxide (PO) to methanol, followed by reaction with methyl halide to etherify. Separation and purification may be performed as needed.

[0011] <δ-Tocopherol (G1)> In this invention, δ-tocopherol (G1) is a type of vitamin E congener. δ-tocopherol (G1) is commercially available, for example, as a reagent (CAS registry number 119-13-1).

[0012] <Polyether composition (X)> The polyether composition (X) of the present invention contains the allyl ether (A1), the ether (A3), and the δ-tocopherol (G1), wherein the amount of (G1) is 0.01 to 0.5% by weight, preferably 0.03 to 0.1% by weight, based on the total weight of (A1) and (A3). If (G1) is less than 0.01% by weight, the pH stability over time is poor, and if it exceeds 0.5% by weight, the appearance stability over time is poor.

[0013] The weight ratio of allyl ether (A1) to ether (A3) [(A1) / (A3)] is preferably 75 / 25 to 97 / 3, and more preferably 80 / 20 to 90 / 10, from the viewpoint of stability over time.

[0014] The polyether composition (X) may contain known polyethers (A0) and known additives (G0) in addition to (A1), (A3), and (G1) as long as they do not impair the effects of the invention. The polyether (A0) content is, for example, 0 to 5% by weight, preferably 0.1 to 3% by weight, based on the weight of the polyether composition (X). Furthermore, the amount of additives (G0), antioxidants, etc. is, for example, 0 to 0.01% by weight, preferably 0.001 to 0.005% by weight, based on the weight of the polyether composition (X).

[0015] The polyether composition (X) can be prepared by mixing allyl ether (A1), ether (A3), δ-tocopherol (G1), and, if necessary, a known polyether (A0) and a known additive (G0). [Examples]

[0016] Hereinafter, the present invention will be further described by way of working examples and comparative examples, but the present invention is not limited thereto. Unless otherwise specified below, parts mean parts by weight.

[0017] <Example 1> A container equipped with stirring was charged with 85 parts of methyl allyl diether of poly(24) propylene glycol (A1-1), 15 parts of dimethyl ether of poly(45) propylene glycol (A3-1), and 0.05 parts of δ-tocopherol (G1-1), followed by stirring at 30°C for 30 minutes under a nitrogen atmosphere to obtain a polyether composition (X-1).

[0018] <Examples 2 to 5, Comparative Example 1> Each polyether composition (X) was obtained in the same manner as in Example 1, except that the procedure was carried out in accordance with Table 1 in Example 1. Each obtained polyether composition (X) was evaluated by the method described below. The results are shown in Table 1.

[0019] (1) Initial pH 10 g of the obtained polyether composition (X) was charged into a disposable cup (150 mL). 60 g of a mixed solvent (prepared by mixing isopropyl alcohol and ion-exchanged water at a weight ratio of 10:6 and adjusting the pH to 6.95 to 7.05) was added thereto and mixed to obtain a solution. The pH of this solution was measured using a desktop pH meter [F-2000PI-S, manufactured by HORIBA, Ltd.].

[0020] (2) pH after aging (evaluation of pH storage stability over time) 100 g of the polyether composition (X) was charged into a wide-mouth sample bottle (mayonnaise bottle, 140 mL, main body: made of glass), the headspace was replaced with nitrogen, and the bottle was stored at 70°C for 14 days. For the polyether composition (X) after storage, the pH after aging was measured by the procedure in (1) above. Regarding the pH storage stability over time, ΔpH calculated by the following formula was evaluated according to the following <Evaluation Criteria>. ΔpH = (Initial pH) - (pH after aging)

[0021] <Evaluation Criteria> ◎: 0.5 or less ○: More than 0.5, less than 1.0 △: More than 1.0, less than 1.5 ×: More than 1.5

[0022] (3) Initial appearance The obtained polyether composition (X) was evaluated by measuring the Hazen unit color number and according to the following <evaluation criteria>.

[0023] <Evaluation Criteria> ◎: 100 or less ○: More than 100, less than 200 △: More than 200, less than 400 ×: Over 400

[0024] (4) Appearance over time (evaluation of the stability of appearance over time) 100 g of polyether composition (X) was placed in a wide-mouth sample bottle (mayonnaise bottle, 140 mL, body: glass), the empty space was purged with nitrogen, and the sample was stored at 70°C for 14 days. The polyether composition (X) after storage was evaluated by measuring the Hazen color number over time according to the procedure in (3) above, and was evaluated according to the following <evaluation criteria>.

[0025] <Evaluation Criteria> ◎: 100 or less ○: More than 100, less than 200 △: More than 200, less than 400 ×: Over 400

[0026] [Table 1]

[0027] The results in Table 1 show that the polyether composition (X) of the present invention exhibits superior pH stability over time and superior appearance stability over time compared to the comparative composition. [Industrial applicability]

[0028] The polyether composition (X) of the present invention exhibits superior pH stability over time and superior appearance stability over time compared to comparative compositions. For this reason, it can be suitably used in general polyether composition applications, particularly in cosmetic and modified silicone applications.

Claims

1. A polyether composition (X) comprising the following allyl ether (A1), ether (A3), and δ-tocopherol (G1), wherein (G1) is present in an amount of 0.01 to 0.5% by weight based on the total weight of (A1) and (A3). Allyl ether (A1): Alkoxy (alkoxy with 1 to 22 carbon atoms) poly(5 to 50) oxypropylene allyl ether; Ether (A3): Dimethyl ether of poly(10-100)propylene glycol;

2. The polyether composition (X) according to claim 1, wherein the weight ratio of allyl ether (A1) to ether (A3) [(A1) / (A3)] is 75 / 25 to 97 / 3.

Citation Information

Patent Citations

  • Polyether for silicone modifier and method for producing the same

    JP2006002053A