Synthesis method of novel bio-based non-silicon softening agent

By synthesizing non-silicone fabric softener at low temperatures using epoxidized soybean oil and amines, the problem of high-temperature synthesis of traditional fabric softeners has been solved, achieving low-energy and environmentally friendly fabric softener preparation with excellent product feel.

CN121758307APending Publication Date: 2026-03-31CHANGZHOU ZHONGCE TEXTILE AUXILIARY CO LTD
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Patent Information

Application Number
CN202512017100.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-12-30
Publication Date
2026-03-31

AI Technical Summary

Technical Problem

The synthesis of traditional non-silicone plasticizers requires high temperatures, resulting in high energy consumption and environmental pollution, which is difficult to meet the trend of green and low-carbon industrial development.

Method used

A non-silicone softener emulsion was prepared by amination reaction of epoxidized soybean oil and amines at low temperature, followed by mixing with acetic acid and deionized water, and the reaction temperature was lowered to about 80°C.

Benefits of technology

It has achieved low-energy and environmentally friendly synthesis of softener. The product has a high content of amino active groups, which improves its adsorption to the fabric surface and makes it smoother than traditional cationic ointments.

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Abstract

The invention relates to the technical field of bio-based softening agents, in particular to a synthesis method of a novel bio-based non-silicon softening agent, which comprises the following steps: step 1, adding 2-20 parts of epoxidized soybean oil and 0.8-1.5 parts of amine substances into a reaction kettle, heating and stirring to carry out amination reaction, reacting for 4-8 hours at the temperature of 75-85 DEG C, and cooling after the reaction is finished; and step 2, adding the product in the step 1 into an emulsification kettle, adding acetic acid accounting for 5% of the total amount of the product in the step 1, uniformly stirring, then adding deionized water accounting for 4 times of the total amount of the product in the step 1, and fully stirring to obtain a non-silicon softener emulsion. The novel bio-based non-silicon softener provided by the invention has a low reaction temperature, the reaction can be completed at about 80 DEG C, and the energy consumption is obviously reduced; the novel bio-based non-silicon softening agent provided by the invention is low in reaction temperature, does not generate low boiling points in the reaction process, and is good in environmental protection performance due to the fact that the main raw material is the epoxidized soybean oil.
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Description

Technical Field

[0001] This invention relates to the field of bio-based softener technology, and more particularly to a method for synthesizing a novel bio-based non-silicone softener. Background Technology

[0002] In the textile printing and dyeing industry and related fabric finishing, softeners are key auxiliaries for improving product feel and user experience. Traditional non-silicone softeners are widely used, with their core components mainly being long-chain alkyl imidazolines and long-chain alkyl polyether polyols. However, the preparation of these traditional softeners faces significant technical bottlenecks. Their synthesis requires amidation or esterification reactions at high temperatures, typically exceeding 200°C. These high reaction temperatures lead to high energy consumption during production and generate substantial amounts of small-molecule waste liquid, which can cause serious pollution to the air, water, and other environmental elements. Treating this waste requires significant additional investment in environmental protection equipment and processing costs, contradicting the current trend of green and low-carbon industrial development. Against this backdrop, the development of low-energy, environmentally friendly new softeners has become an urgent industry need. Therefore, we propose a novel synthetic method for bio-based non-silicone softeners to address these issues. Summary of the Invention

[0003] The purpose of this invention is to address the shortcomings of existing technologies by proposing a novel method for synthesizing bio-based non-silicone softeners.

[0004] A method for synthesizing a novel bio-based non-silicone softener includes the following steps:

[0005] Step 1: Add 2-20 parts of epoxidized soybean oil and 0.8-1.5 parts of amine substances to the reaction vessel, heat and stir to carry out the amination reaction, react at 75-85℃ for 4-8 hours, and cool after the reaction is completed;

[0006] Step 2: Add the product from Step 1 to an emulsification tank, add 5% of the total amount of the product from Step 1 in acetic acid and stir evenly, then add 4 times the total amount of the product from Step 1 in deionized water and stir thoroughly to obtain a non-silicone softener emulsion.

[0007] Preferably, the amine is a primary amine and / or a secondary amine.

[0008] Preferably, the amine is one of aminoethylpiperazine, diethanolamine, or polyetheramine.

[0009] Preferably, the number-average molecular weight of the polyetheramine is 200-5000.

[0010] Preferably, in step 2, after adding deionized water, the mixture is stirred thoroughly until no oily substance floats on the surface.

[0011] Preferably, in step 2, the obtained non-silicone softener emulsion is a 20% non-silicone softener emulsion.

[0012] The beneficial effects of this invention are:

[0013] 1. The novel bio-based non-silicone softener proposed in this invention has a low reaction temperature, which can be completed at around 80°C, resulting in a significant reduction in energy consumption.

[0014] 2. The novel bio-based non-silicone softener proposed in this invention has a low reaction temperature, does not produce low boiling during the reaction process, is not prone to pollutant leakage, and its main raw material is epoxidized soybean oil, which has good environmental performance.

[0015] 3. The method for synthesizing the novel bio-based non-silicone fabric softener proposed in this invention uses the reaction of epoxy and amino groups. The product contains a large number of amino active groups, which has a higher amino content than traditional cationic ointments and better adsorption to the fabric surface. The bio-based non-silicone fabric softener prepared by this invention has a softness and smoothness that surpasses cationic ointments on the market. Detailed Implementation

[0016] The present invention will be further explained below with reference to specific embodiments.

[0017] A method for synthesizing a novel bio-based non-silicone softener includes the following steps:

[0018] Step 1: Add 2-20 parts of epoxidized soybean oil and 0.8-1.5 parts of amine substances to the reaction vessel, heat and stir to carry out the amination reaction, react at 75-85℃ for 4-8 hours, and cool after the reaction is completed;

[0019] Step 2: Add the product from Step 1 to an emulsification tank, add 5% of the total amount of the product from Step 1 in acetic acid and stir evenly, then add 4 times the total amount of the product from Step 1 in deionized water and stir thoroughly to obtain a non-silicone softener emulsion.

[0020] The amines are primary amines and / or secondary amines.

[0021] The amine is one of the following: aminoethylpiperazine, diethanolamine, or polyetheramine.

[0022] The number average molecular weight of polyetheramines is 200-5000.

[0023] In step 2, after adding deionized water, stir thoroughly until no oily substance floats on the surface.

[0024] In step 2, the obtained non-silicone softener emulsion is a 20% non-silicone softener emulsion.

[0025] In Example 1, a method for synthesizing a novel bio-based non-silicone softener includes the following steps:

[0026] Step 1: Add 2 parts of epoxidized soybean oil and 0.8 parts of amine substances to the reaction vessel, heat and stir, and react at 75°C for 4 hours. After the reaction is complete, cool.

[0027] Step 2: Add the product from Step 1 to an emulsification tank, add 5% of the total amount of the product from Step 1 in acetic acid and stir evenly, then add 4 times the total amount of the product from Step 1 in deionized water and stir thoroughly to obtain a non-silicone softener emulsion.

[0028] The amine is aminoethylpiperazine.

[0029] In step 2, after adding deionized water, stir thoroughly until no oily substance floats on the surface; the resulting non-silicone softener emulsion is a 20% non-silicone softener emulsion.

[0030] In Example 2, a method for synthesizing a novel bio-based non-silicone softener includes the following steps:

[0031] Step 1: Add 20 parts of epoxidized soybean oil and 1.5 parts of amine substances to the reaction vessel, heat and stir, and react at 85°C for 8 hours. After the reaction is complete, cool.

[0032] Step 2: Add the product from Step 1 to an emulsification tank, add 5% of the total amount of the product from Step 1 in acetic acid and stir evenly, then add 4 times the total amount of the product from Step 1 in deionized water and stir thoroughly to obtain a non-silicone softener emulsion.

[0033] The amine is diethanolamine.

[0034] In step 2, after adding deionized water, stir thoroughly until no oily substance floats on the surface; the resulting non-silicone softener emulsion is a 20% non-silicone softener emulsion.

[0035] In Example 3, a method for synthesizing a novel bio-based non-silicone softener includes the following steps:

[0036] Step 1: Add 15 parts of epoxidized soybean oil and 1 part of amine to the reaction vessel, heat and stir, and react at 80°C for 6 hours. After the reaction is complete, cool.

[0037] Step 2: Add the product from Step 1 to an emulsification tank, add 5% of the total amount of the product from Step 1 in acetic acid and stir evenly, then add 4 times the total amount of the product from Step 1 in deionized water and stir thoroughly to obtain a non-silicone softener emulsion.

[0038] The amine is polyetheramine D230.

[0039] In step 2, after adding deionized water, stir thoroughly until no oily substance floats on the surface; the resulting non-silicone softener emulsion is a 20% non-silicone softener emulsion.

[0040] The performance of the non-silicone softeners prepared in Examples 1-3 was tested below. Five experienced application engineers (denoted as A, B, C, D, and E) evaluated the feel, assigning scores from 5 to 0, from best to worst. The average score was taken, with higher scores indicating better feel. The results are shown in Tables 1 and 2:

[0041] Table 1: Black pure cotton knitted fabric

[0042]

[0043] Table 2: Green Nylon Fabric

[0044]

[0045] As can be seen from Tables 1 and 2, non-silicone softeners synthesized from epoxidized soybean oil and primary or secondary amines have a better hand feel on cotton knitwear and nylon than cationic ointments.

[0046] The above description is only a preferred embodiment of the present invention, but the scope of protection of the present invention is not limited thereto. Any equivalent substitutions or modifications made by those skilled in the art within the scope of the technology disclosed in the present invention, based on the technical solution and inventive concept of the present invention, should be covered within the scope of protection of the present invention.

Claims

1. A method of synthesis of a novel bio-based non-silicon softener, characterized by, The method comprises the following steps: Step 1, 2-20 parts of epoxy soybean oil and 0.8-1.5 parts of amine are added into a reaction kettle, and amine reaction is carried out by heating and stirring, and the reaction is carried out at a temperature of 75-85 DEG C for 4-8 hours, and after the reaction is completed, cooling is carried out; Step 2, the product of step 1 is added into an emulsifying kettle, 5% of acetic acid of the total product of step 1 is added and stirred uniformly, and then 4 times of deionized water of the total product of step 1 is added and stirred fully to obtain a non-silicon softener emulsion.

2. A process for the synthesis of a novel bio-based non-silicon softener according to claim 1, characterized in that, The amine is a primary amine and / or a secondary amine.

3. A process for the synthesis of a novel bio-based non-silicon softener according to claim 2, characterized in that, The amine is one of aminoethylpiperazine, diethanolamine and polyether amine.

4. A process for the synthesis of a novel bio-based non-silicon softener according to claim 3, characterized in that, The number average molecular weight of the polyether amine is 200-5000.

5. A process for the synthesis of a novel bio-based non-silicon softener according to claim 1, characterized in that, In step 2, after the deionized water is added, full stirring is carried out until no oil floats on the surface.

6. A process for the synthesis of a novel bio-based non-silicon softener according to claim 5, characterized in that, In step 2, the obtained non-silicon softener emulsion is a 20% non-silicon softener emulsion.