Anionic hand finishing agent and preparation method thereof

Abstract

The present invention discloses an anionic hand-feel finishing agent and a preparation method thereof. The anionic hand-feel finishing agent includes an additive of structural formula I: wherein R=n≥5, EO is ethylene oxide, PO is propylene oxide, a≥3, b≥4, c≥4, and d≥6. The anionic hand-feel finishing agent can be used in the same bath as anionic dyes to achieve a soft hand feel and dyeing of textiles in one step, effectively improve production efficiency, reduce enterprise costs, and simplify the process. Both of them are anionic and will not produce color spots and color blocks. At the same time, the additive of the anionic hand-feel finishing agent contains ethylene oxide at two positions, has good hydrophilic properties, and contains propylene oxide at two positions, which can improve the hand feel of textiles, especially the carboxyl group in the additive can be deeply combined with the hydroxyl group on the surface of the cloth fiber, giving the product a smooth and full hand feel.

Description

Technical Field

[0001] The invention relates to the technical field of textile finishing, and more specifically to an anionic hand finishing agent and a preparation method thereof. Background Art

[0002] The better softening and finishing of textiles usually adopts one or several types of amino silicone oil, block silicone oil or fatty amide softeners. However, the above products are all cationic, and the auxiliaries for pretreatment, dyeing or printing of textiles contain a large amount of anions (such as dye whitening agent soaping agent color paste paste, etc.). Therefore, if the previous process is not clean, the residual anionic auxiliaries will react with the cationic silicone oil or soft oil during the hand finishing, resulting in the appearance of silicone oil spots on the surface of the textiles; and in many cases, there are not only residual anionic auxiliaries, but also silicone oil and other hand auxiliaries need to be combined with whitening agents or stiffening agents during shaping and shaping together. At this time, they will react with anions and cations in the same tank, resulting in a large amount of silicone oil spots attached to the surface of the textiles; especially when adding softeners in the tank, silicone oil spots or soft oil spots will occur. However, there is no silicone softener with good stability that meets the requirements of wearing and feels better on the market. Therefore, it is necessary to develop an anionic silicone finishing agent to solve this problem. On the other hand, amino-modified silicone oil is a cationic type and cannot be used in the same bath with anionic dyes. Therefore, it needs to be processed separately and go through two steps of setting. This not only complicates the process, but also leads to increased costs and reduced production efficiency. Summary of the invention

[0003] The purpose of the present invention is to provide an anionic organosilicon finishing agent and a preparation method thereof. The anionic hand finishing agent can be used in the same bath with the dye of an anionic auxiliary agent to improve the processing efficiency of fabric post-treatment and reduce production costs. Both of them are anionic and will not cause silicon spots and color blocks.

[0004] To achieve the above object, the present invention provides an anionic hand finishing agent, comprising an additive as shown in structural formula I:

[0005]

[0006] in,

[0007]

[0008] n≥5, EO is ethylene oxide, PO is propylene oxide, a≥3, b≥4, c≥4, d≥6.

[0009] In some embodiments, 20≥a≥3, 30≥b≥4, 30≥c≥4, 20≥d≥6, 30≥n≥5, so that ethylene oxide and propylene oxide are in a suitable range, taking into account both hydrophilicity and hand feel. Preferably, 10≥a≥5, 20≥b≥4, 20≥c≥5, 20≥d≥10.

[0010] In some embodiments, the step of preparing the additive comprises:

[0011] (1) reacting a primary aminated polyetheramine with sodium chloroacetate under alkaline conditions to obtain an intermediate A;

[0012] (2) reacting octamethyltetrasiloxane and a hydrogen-containing double end cap at 30-45° C. with concentrated sulfuric acid as a catalyst, filtering the product, and then evacuating the product at 140-180° C. to obtain an intermediate B;

[0013] (3) reacting the intermediate B treated in step (2) with allyl epoxy polyether under chloroplatinic acid catalyst conditions to obtain diepoxy terminated polyether silicone oil;

[0014] (4) reacting the intermediate A with diepoxy-terminated polyether silicone oil under isopropanol conditions to obtain the additive.

[0015] In some embodiments, the molecular weight of the primary aminated polyetheramine is 400-2000. For example, the weight average molecular weight of the primary aminated polyetheramine may be, but not limited to, 400, 600, 1000, 1600, 1800, 2000. Specifically, the primary aminated polyetheramine is selected from Cologne KL-11, Cologne KL-11B, Cologne KL-91B, but not limited thereto.

[0016] In some embodiments, the alkaline condition may be, but is not limited to, sodium hydroxide, potassium hydroxide, and the like.

[0017] In some embodiments, the structural formula of allyl epoxy polyether is as follows:

[0018]

[0019] Among them, 30≥c≥4, 20≥d≥6.

[0020] In some embodiments, the molecular weight of the allyl epoxy polyether is 500-2000. For example, the molecular weight of the allyl epoxy polyether may be, but is not limited to, 500, 1000, 1500, 2000. Specifically, the allyl epoxy polyether is selected from APE1000, APE600, APE1500, APEG-1000, but is not limited thereto.

[0021] In some embodiments, the mass ratio of the primary aminated polyetheramine to sodium chloroacetate in step (1) is 5-10:1.

[0022] In some embodiments, the reaction temperature in step (1) is 120-150°C. For example, the reaction temperature may be, but is not limited to, 120°C, 130°C, 140°C, or 150°C.

[0023] In some embodiments, in step (2), the mass ratio of octamethyltetrasiloxane to the hydrogen-containing double head is 100:0.5-2.

[0024] In some embodiments, in step (3), the mass ratio of intermediate B to allyl epoxy polyether is 5-10:1.

[0025] In some embodiments, in step (3), the reaction temperature is less than 85°C, preferably not more than 85°C, and preferably is 75-80°C.

[0026] In some embodiments, in step (4), the reaction temperature is 80-120°C. For example, the reaction temperature may be, but is not limited to, 80°C, 90°C, 100°C, 110°C, or 120°C.

[0027] In some embodiments, in step (4), the mass ratio of intermediate A to diepoxy terminated polyether silicone oil is 100:10-30.

[0028] In some embodiments, the present invention provides a preparation route of an additive, but is not limited to the preparation route, and the preparation route is as follows:

[0029] Step (1)

[0030]

[0031] Step (2):

[0032]

[0033] Step (3):

[0034]

[0035] Set R =

[0036]

[0037] ,Right now Step (4):

[0038]

[0039] In some embodiments, the anionic hand-feel finishing agent further comprises fatty alcohol polyoxyethylene ether, alcohol ether carboxylate, glacial acetic acid, glycerol, and water. The additive is emulsified by fatty alcohol polyoxyethylene ether and compounded with alcohol ether carboxylate and glycerol to give the product a smooth and full hand feel.

[0040] In some embodiments, the composition comprises, by weight, 10-30 parts of additives, 5-20 parts of fatty alcohol polyoxyethylene ether, 10-20 parts of alcohol ether carboxylates, 1-10 parts of glacial acetic acid, 1-10 parts of glycerol, and 30-60 parts of water.

[0041] In some embodiments, 20-40 parts of a brightener 4,4′-bis(4,6-diphenylaminotriazine-2-amino)stilbene-2,2′-disulfonic acid sodium salt are also included. Brighteners are anions, and the additives of the present invention are also anions, so the brighteners can be directly added to the finishing agent containing the additives to achieve the same bath use, making the finishing of textiles simpler, achieving a soft feel and dyeing of textiles in one step, effectively improving production efficiency, reducing enterprise costs, and simplifying the process. Both are anionic, and no spots or blocks of color will appear.

[0042] In some embodiments, the general formula of fatty alcohol polyoxyethylene ether is RO(CH2CH2O) n H, R is generally saturated or unsaturated C 12 -C 18 The hydrocarbon group, n=15-20, for example, the fatty alcohol polyoxyethylene ether can be perpetuum plus O, but is not limited thereto.

[0043] Accordingly, the present invention also provides a method for preparing anionic hand finishing agent, comprising the steps of:

[0044] Mix all the raw materials of anionic feel finishing agent in the same bath and stir evenly.

[0045] Specifically, 10-30 parts of additives, 5-20 parts of fatty alcohol polyoxyethylene ether, 10-20 parts of alcohol ether carboxylates, 1-10 parts of glacial acetic acid, 1-10 parts of glycerol, 30-60 parts of water, and 5-15 parts of brightener 4,4'-bis(4,6-diphenylaminotriazine-2-amino)stilbene-2,2'-disulfonic acid sodium salt are mixed in a bath and stirred evenly to prepare the anionic hand finishing agent.

[0046] The beneficial effects of the present invention are:

[0047] The anionic hand-feel finishing agent of the present invention comprises an additive as shown in structural formula I. After ionization in water, the additive contains the following anionic structure:

[0048]

[0049] The anionic hand-feel finishing agent can be used in the same bath as anionic dyes to achieve a soft hand feel and dyeing of textiles in one step, which can effectively improve production efficiency, reduce enterprise costs, and simplify the process. Both are anionic and will not cause color spots and blocks. At the same time, the additive of the anionic hand-feel finishing agent contains ethylene oxide at two positions, which has good hydrophilic properties, and contains propylene oxide at two positions, which can improve the hand feel of textiles, especially the carboxyl group in the additive can deeply combine with the hydroxyl group on the surface of the cloth fiber, giving the product a smooth and plump hand feel. DETAILED DESCRIPTION

[0050] The technical solutions in the embodiments of the present invention are described clearly and completely below. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0051] Example 1

[0052] An anionic hand-feel finishing agent, comprising, by weight, 15 parts of an additive, 15 parts of peregal O, 12 parts of an alcohol ether carboxylate, 5 parts of glacial acetic acid, 10 parts of glycerol, 40 parts of water, and 5 parts of 4,4′-bis(4,6-diphenylaminotriazine-2-amino)stilbene-2,2′-disulfonic acid sodium salt.

[0053] The preparation method of the additive is as follows:

[0054] (1) 50 g of primary aminated polyetheramine Cologne KL-91B and 10 g of sodium chloroacetate were added to a reaction flask, and sodium hydroxide was added, and the mixture was reacted at 140° C. for 24 hours to obtain intermediate A;

[0055] (2) 100 g of octamethyltetrasiloxane and 1 g of hydrogen-containing double-capped reactor were added to a reaction bottle in sequence, and an appropriate amount of concentrated sulfuric acid was added as a catalyst. The reaction was carried out at a temperature of 40° C. for 24 hours. The product was filtered, and then vacuumed at a temperature of 160° C. for 2 hours to obtain intermediate B;

[0056] (3) Add 50 g of intermediate B treated in step (2) and 10 g of allyl epoxy polyether APEG-1000 into a reaction bottle, then add appropriate isopropanol, and react at 80 degrees for 8 hours under chloroplatinic acid catalyst conditions to obtain diepoxy terminated polyether silicone oil;

[0057] (4) 20 g of the intermediate A and 100 g of diepoxy-terminated polyether silicone oil were reacted in isopropanol for 10 hours at a temperature of 100° C. to obtain the additive.

[0058] The preparation method of the anionic feel finishing agent is as follows:

[0059] The additive, perchlorate O, alcohol ether carboxylate, glacial acetic acid, glycerol, water and 4,4'-bis(4,6-diphenylaminotriazine-2-amino)stilbene-2,2'-disulfonic acid sodium salt are mixed in the same bath to obtain the anionic hand finishing agent.

[0060] Example 2

[0061] An anionic hand-feel finishing agent, comprising, by weight, 20 parts of additives, 18 parts of peregal O, 15 parts of alcohol ether carboxylates, 5 parts of glacial acetic acid, 5 parts of glycerol, 50 parts of water, and 6 parts of 4,4'-bis(4,6-diphenylaminotriazine-2-amino)stilbene-2,2'-disulfonic acid sodium salt.

[0062] The additives are the same as those in Example 1 and will not be elaborated here.

[0063] The preparation method is referred to Example 1 and will not be described in detail here.

[0064] Example 3

[0065] An anionic hand-feel finishing agent, comprising, by weight, 25 parts of an additive, 20 parts of peregal O, 20 parts of an alcohol ether carboxylate, 8 parts of glacial acetic acid, 3 parts of glycerol, 45 parts of water, and 8 parts of 4,4′-bis(4,6-diphenylaminotriazine-2-amino)stilbene-2,2′-disulfonic acid sodium salt.

[0066] The additives are the same as those in Example 1 and will not be elaborated here.

[0067] The preparation method is referred to Example 1 and will not be described in detail here.

[0068] Comparative Example 1

[0069] This comparative example is basically the same as Example 1, except that: Comparative Example 1 does not contain alcohol ether carboxylate, while Example 1 contains alcohol ether carboxylate. The rest is the same as Example 1 and will not be elaborated here.

[0070] The anionic hand finishing agents obtained in Examples 1-3 and Comparative Example 1 were used to post-finish cotton fiber fabrics, and then performance tests were performed. The results are shown in Table 1.

[0071] The blank control was performed with water.

[0072] Hydrophilicity: Use the static water drop method, use a standard dropper (25 drops / mL) to drop 1 drop of water from 1 cm away from the fabric, and determine the hydrophilicity based on the time it takes for the water drop to be completely absorbed. The shorter the time, the better the hydrophilicity.

[0073] Hand feel quality: The actual hand feel evaluation method is adopted. The finished fabric samples are cooled and moistened. A number of senior hand feel evaluation professionals comprehensively evaluate the smoothness, softness, fluffiness, etc. The hand feel of the original fabric is rated as 1 point, and the best hand feel evaluation is 5 points. The average value is taken.

[0074] Stability test: After the anionic hand finishing agent is centrifuged and stored for 24 hours, check whether stratification occurs; the centrifugal conditions are 3000r / min, 30min.

[0075] Observe the appearance and check with naked eyes whether the color of the treated cotton fiber fabric has become whiter.

[0076] Table 1 Test results

[0077]

[0078] From the test results in Table 1, it can be seen that the hand feel of the blank sample is 1 point, while the hand feel of Examples 1-3 is greatly improved, and the anionic hand feel finishing agent has good hydrophilicity and stability, and can be used in the same bath without generating silicon spots and color blocks. Comparative Example 1 does not contain alcohol ether carboxylate, resulting in a decrease in both hand feel and hydrophilicity.

[0079] The above is only a preferred embodiment of the present invention and does not limit the present invention in any form. Although the present invention has been disclosed as a preferred embodiment as above, it is not used to limit the present invention. Any person with ordinary knowledge in the technical field can make some changes or modifications to equivalent embodiments of equivalent changes using the technical contents disclosed above without departing from the scope of the technical solution of the present invention. However, any simple modification, equivalent change and modification made to the above embodiments based on the technical essence of the present invention without departing from the content of the technical solution of the present invention still falls within the scope of the technical solution of the present invention.

Claims

1. An anionic feel finishing agent, characterized in that: The invention comprises fatty alcohol polyoxyethylene ether, alcohol ether carboxylate, glacial acetic acid, glycerol, water, 4,4'-bis(4,6-diphenylaminotriazine-2-amino)stilbene-2,2'-disulfonic acid sodium salt and additives as shown in structural formula I: in, n≥5, EO is ethylene oxide, PO is propylene oxide, a≥3, b≥4, c≥4, d≥6; The preparation steps of the additive include: (1) reacting a primary aminated polyetheramine with sodium chloroacetate under alkaline conditions to obtain an intermediate A; (2) reacting octamethyltetrasiloxane and a hydrogen-containing double end cap at 30-45° C. with concentrated sulfuric acid as a catalyst, filtering the product, and then evacuating the product at 140-180° C. to obtain an intermediate B; (3) reacting the intermediate B treated in step (2) with allyl epoxy polyether under chloroplatinic acid catalyst conditions to obtain diepoxy terminated polyether silicone oil; (4) reacting the intermediate A with diepoxy-terminated polyether silicone oil under isopropanol conditions to obtain the additive.

2. The anionic hand finishing agent according to claim 1, characterized in that 20≥a≥3, 30≥b≥4, 30≥c≥4, 20≥d≥6, 30≥n≥5.

3. The anionic hand finishing agent according to claim 1, characterized in that The molecular weight of the primary aminated polyetheramine is 400-2000.

4. The anionic hand finishing agent according to claim 1, characterized in that The alkaline condition is one of sodium hydroxide and potassium hydroxide.

5. The anionic hand finishing agent according to claim 1, characterized in that: The molecular weight of the allyl epoxy polyether is 500-2000.

6. The anionic hand finishing agent according to claim 1, characterized in that: By weight, it comprises 10-30 parts of additives, 5-20 parts of fatty alcohol polyoxyethylene ether, 10-20 parts of alcohol ether carboxylates, 1-10 parts of glacial acetic acid, 1-10 parts of glycerol, and 30-60 parts of water.

7. The anionic hand finishing agent according to claim 6, characterized in that: Also included is 5-15 parts of 4,4'-bis(4,6-dianilinotriazinyl-2-amino)stilbene-2,2'-disulfonic acid sodium salt.

8. The method for preparing the anionic hand finishing agent according to any one of claims 1 to 7, characterized in that: Includes steps: The raw materials of the anionic hand finishing agent are mixed in the same bath and stirred evenly to obtain the anionic hand finishing agent.

Images