KR20110087609A - New compounds for softening a raised fabric and manufacturing method thereof - Google Patents

Abstract

PURPOSE: A compound is provided to ensure biodegradability and flexibility applicable to the production process of existing raised fabrics, and to enable use as a coloring aid for polyester warp knitting raised fabrics while not causing troubles in a dye process even if a refining process is omitted. CONSTITUTION: A compound is represented by chemical formula 1. In chemical formula 1, R^1 is C4~C16 aliphatic or aromatic hydrocarbon with or without a substituent; R^2 is C2~C16 aliphatic or aromatic hydrocarbon with or without a substituent; R^3 C2~C5 aliphatic hydrocarbon with or without a substituent; R^4 is C8~C24 saturated or unsaturated aliphatic hydrocarbon with or without a substituent; n is 3~30; and m is 8~130. The aid for processing fabrics comprises the compound.

Description

Raising flexible compound, preparation for fiber processing and manufacturing method thereof {new compounds for softening a raised fabric and manufacturing method

The present invention relates to a napping flexible compound, a preparation for fiber processing, and a preparation method thereof.

Brushed softener among polyester (PET) fibers is applied to warp knitted brushed fabrics (Nylex, Aloboa, EF Vel boa, etc.) according to the characteristics of the product, and the process of pre-napping or post-lamination softening process. More than 80% of the processing process (hereinafter referred to as 'napping process') accounts for most of raised products.

Existing general production process is presetting (napping softener) → sun brush → shaling → refining → dyeing → drying → post processing.

In the initial brushing process, the existing softener uses modified amino silicon, self-emulsifying silicone, dimethyl silicone, fatty acid softener, PE-WAX, etc., so it must go through the refining process, and if it is dyed without refining, Brushed softener causes problems such as fabric entanglement, oil spots, and color unevenness.

For this reason, the softening process according to the pre-brushed process must be refined and dyed before dyeing, which complicates the process and causes cost increase. In order to alleviate this problem, companies that specialize in using brushed products often go through the refining process in brief, but brushed products remain during weak refining, resulting in poor dyeing, which requires 20-30% re-staining. There is a problem.

The present invention is to solve the above problems, and for processing the fiber such as a new brushed softener that can be processed without trouble or quality deterioration in the process of eliminating the refining process in the brushing step of the polyester warp brushed fabric that could not be conventionally performed An object of the present invention is to provide a novel compound that can be used for preparation and a method for producing the same.

It is also an object of the present invention to provide a compound having excellent performance (flexibility, equatorial coefficient of friction, antistatic property) of a brushed softener and a method for producing the same while securing stability as a dyeing aid (high temperature stability, adhesion and durability). .

Another object of the present invention is to provide a biodegradable environmentally friendly brush-type softener, unlike conventional brush-based softeners such as silicone, to enable environmentally friendly product certification of warp knitted fabrics.

In addition, in the existing process, the softener and the antistatic agent should be used at the same time, but it is an object to synthesize a new compound having both antistatic properties and brushing flexibility to omit the treatment of the antistatic agent.

As a means for achieving the above object,

The present invention provides a compound having the following structural formula.

<Structure Formula>

(Wherein R1 is a C4 to C16 aliphatic or aromatic hydrocarbon with or without a substituent, R2 is a C2 to C16 aliphatic or aromatic hydrocarbon with or without a substituent, R3 is a C2 to C5 aliphatic hydrocarbon with or without a substituent, and R4 Is a C8-C24 saturated or unsaturated aliphatic hydrocarbon with or without substituents, n is 3-30, m is 8-130.)

In addition, there is provided a fiber processing aid comprising the compound.

The compound also provides a fiber processing aid, which is in the form of an aqueous dispersion having an average particle size in the range of 0.05 to 0.5 μm.

In addition, the fiber processing aid provides a fiber processing aid, characterized in that any one of brushing softener, bath softener, antistatic agent, moisture absorption antifouling agent.

In addition, a method for producing a compound, comprising: a first step of condensation polymerization of a dicarboxylic acid compound and a diol compound by an ester condensation reaction; A second step of reacting the polyol compound; And a third step of reacting the fatty acid.

In addition, the reaction temperature is 200 to 220 ℃ the first step, the second step is 260 to 280 ℃, the third step provides a method for producing a brush-flexible compound, characterized in that in the range of 170 to 190 ℃.

In addition, as the reaction catalyst of the second step, an antimony trioxide, zinc acetate, calcium acetate, it provides a method for producing a brush-elastic compound, characterized in that it comprises using at least one of zinc chloride.

In addition, the molar ratio of the dicarboxylic acid and the diol compound in the first step is in the range of 1: 1 to 1: 2, and the molar ratio of the compound and the fatty acid produced from the second step reaction in the third step is 1: It provides a method for producing a brushed flexible compound, characterized in that 1 to 1: 1.2.

In addition, the polyols provide a process for the preparation of brushed flexible compounds, characterized in that they have a molecular weight in the range of 1000 to 2500.

The new compound and its manufacturing method according to the present invention are biodegradable while meeting the Eco standard 100 standard, which is recently established as an environmental regulation standard in the field of textile processing, and can be applied to the production process of conventional warp brushed fabric ( Even if you omit the refining process with brushing flexibility, it can function as a colorant (bath softener) for polyester warp brushed fabric without causing any trouble in the dyeing process afterwards, and it is possible to obtain a superior process improvement effect compared to the conventional general process. .

Hereinafter, the present invention will be described in more detail with reference to Examples. The following descriptions are for specific examples of the present invention, but are not intended to limit the scope of the rights set forth in the claims, even if there is an assertive or limited expression.

The novel compound according to one embodiment of the present invention is characterized in that the compound having the following structural formula.

                 <Structure Formula>

Wherein R1 is a C4 to C16 aliphatic or aromatic hydrocarbon with or without a substituent, R2 is a C2 to C16 aliphatic or aromatic hydrocarbon with or without a substituent, R3 is a C2 to C5 aliphatic hydrocarbon with or without a substituent, and R4 Is a C8-C24 saturated or unsaturated aliphatic hydrocarbon with or without substituents, n is 3-30, and m is 8-130.

In particular, the compound of the formula can be usefully used as a preparation for fiber processing. As an example, it may be used as any of a brush softener, bath softener, antistatic agent, moisture absorption antifouling agent. In particular, it has a brushing flexibility and can be used as a softening agent. In addition, by the presence of a hydrophilic group it can serve as an antistatic role by absorbing some of the moisture.

Compounds of the above formula can be prepared in a variety of ways. Preferably, it is prepared by the following method. That is, it is preferable to include the first step of condensation polymerization of the dicarboxylic acid compound and the diol compound by an ester condensation reaction, the second step of reacting the polyol compound, and the third step of reacting the fatty acid.

The reaction of the first step, the second step, and the third step may be subjected to an intermediate purification process, but preferably, the reaction is carried out in one-pot. That is, when the first stage reaction is completed, the polyol compound is added to the reactor to proceed with the reaction of the second stage, and then the fatty acid is added to the reactor to proceed with the reaction of the third stage. The final product can be easily synthesized without intermediate purification.

Upon completion of the third stage reaction, the final product is obtained by drying in a conventional manner or by forced dispersion in a hot paste state. By using the final product alone or in combination with a solvent as a brush softener, it is possible to perform dyeing after presetting without the refining process of the general brushing process.

The catalyst used throughout the stage can be selected according to known methods, and can be synthesized using a general catalyst at a level which understands the art. Preferably, in the first step, sulfuric acid, phosphoric acid, methyl sulfuric acid, paratoluene sulfuric acid, and tin compounds may be used as acid catalysts. In the second step, antimony trioxide, zinc acetate, calcium acetate, zinc chloride, or the like may be used, or a mixture thereof may be applied. In the third step, synthesis can be carried out using the same catalyst as in the first step.

The chemical synthesis mechanism and detailed description of each step are as follows.

First stage

<Scheme 1>

The first step is a step of condensation polymerization of the carboxylic acid compound and the diol compound by ester condensation reaction.

The molar ratio of the dicarboxylic acid and the diol compound in the first step is not limited, but may be in the range of 1: 1 to 1: 2. In addition, it is good to keep an acid value 2 or less. When the ratio of dicarboxylic acid and diol is smaller than 1: 1 or larger than 1: 2, molecular weight control is difficult and flexibility cannot be secured. This can also be seen in the following examples.

The temperature of the reaction is not limited but is preferably maintained at 200 to 220 ° C. Below that, the reaction rate is slow and the reaction is incomplete. If the temperature is exceeded, side reactions may occur and molecular weight may be difficult to control.

The dicarboxylic acid compound is not limited, but dicarboxylic acid or anhydride or ester derivative thereof, such as terephthalic acid, dimethyl terephthalate, isophthalate diphenyldicarboxylic acid, isophthalic acid, phthalic anhydride, adipic acid and sebacic acid Preferably at least one selected from the group consisting of, in particular terephthalic acid or dimethyl terephthalate is preferred.

The diol is diethylene glycol, triethylene glycol, 1,5-pentanediol, 1,6-hexanediol, neophenyl glycol, 1,10-decanediol, 1,4-cyclohexanedimethanol, 1,4- Preference is given to at least one selected from the group consisting of cyclohexanediol, p-xylene glycol, hydroquinone and addition products of ethylene oxide, more preferably ethylene glycol or ethylene oxide.

2nd step

<Scheme 2>

The second stage reaction is a polyol substitution reaction. The reaction temperature of the second stage is not limited, but may be in the range of 260 to 280 ° C. As the reaction catalyst of the second step, it is preferable to include at least one or more of antimony trioxide, zinc acetate, calcium acetate, zinc chloride.

According to the molecular weight selection of the polyol can be obtained a variety of products in terms of flexibility, water dispersibility, storage stability, etc., the satisfactory performance of the softener of the present invention can be up to 400 ~ 6000, in particular between 1,000 and 2,500 molecular weight It is more preferable to select a polyol. When the molecular weight is 1000 or more, the dispersibility and dyeability is good, and when the molecular weight is 2500 or less, the raising and flexibility is good.

The polyol component is not limited, but polyether polyol, polyester polyol, polyether polyester polyol copolymer may be used, and preferably PEG (polyethylene glycol) PPG (polypropylene glycol), PTMG (polytetramethylene glycol) or PEG-PPG copolymer Good to do.

3rd step

<Scheme 3>

The third step is the higher fatty acid condensation reaction. The reaction may produce Compound 1 and Compound 2 depending on the fatty acid reaction site, and although not shown, the compound may react with the fatty acid. However, compound 1 comes out as the main product. Fiber processing aids, such as brushing softeners, in the present invention can also be used in the form of a mixture of these various final products, and is not limited.

In the third step, the degree of reaction varies depending on the size of the molecular weight by the reaction of the first and second steps, and the best performance can be obtained when one molecule per mole is reacted. When more than two molecules are reacted, there are various disadvantages such as water dispersibility, storage stability, and dyeability, and when less than one molecule is reacted, it is difficult to secure flexibility, which is an important function of brushing softener. To this end, the molar ratio of the compound produced from the second step reaction and the fatty acid is preferably added to the reactor within the range of 1: 1 ~ 1: 1.2 to react.

The fatty acid added to secure the flexibility may be C8 to C24 saturated and unsaturated fatty acids, for example, pelargonic acid, capric acid, undecylic acid, lauric acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, margaric acid, stearic acid, nonadecylic acid, arachic acid, heneicosanic acid, behenic acid, tricosanic acid, lignoceric acid, pentacosanic acid, etc. (CnH2nCOOH) At least one or more of the unsaturated fatty acids represented by) can be used.

The resulting composite may be subjected to a water dispersion process by a mechanical device or a chemical method to produce a fiber processing aid, that is, a brush softener that can omit the refining process of the warp knitted fabric. Examples and principles are described below. The above compound has both hydrophilic and hydrophobic groups at the same time to obtain affinity and flexibility with synthetic fibers, but relatively insoluble in water. In order to solve this problem, the product in the form of water dispersion is preferable, and the applicable machinery is homogenizer, homo mixer, colloid mill, dynomill, bowl mill, sand grinder, high speed impeller disperser, annular mill, ultrasonic disperser. , Known equipment such as homogenizer or line homomixer is used.

At this time, the particle size of the final product is generally the most suitable particle size of 0.05 ~ 0.5㎛, when smaller than 0.05 ㎛ is difficult to arrange the surface of the polyester, when larger than 0.5㎛ precipitation of the product itself is difficult to ensure the stability, This makes it difficult to achieve the intended purpose by forming a non-uniform arrangement on the surface.

EMBODIMENT OF THE INVENTION Hereinafter, although this invention is demonstrated in detail with reference to the Example of this invention, this invention is not limited to these Examples.

Examples 1-6

144 parts of ethylene glycol, 196 parts of terephthalic acid, 58.0 parts of adipic acid, 0.7 parts of tin catalyst were added to the reactor, and the reaction was terminated at 220 ° C for 2 hours. 600 parts of polyethylene glycol, 1 part of zinc acetate and calcium acetate were used as catalysts. 1 part was added, and it heated up at 280 degreeC again, a substitution reaction was performed for 2 hours, and after removing theoretical amount of water, it cooled. While maintaining the reactor temperature at 180 ℃ 50 parts of stearic acid was added and reacted for 1 hour to obtain a slightly yellow solid reaction product.

Table 1 shows the characteristics of the PEG molecular weight adjustment.

Examples 7-9

The molecular weight of PEG was 2000, and the raw materials used for the ester reaction were treated as in Example 1 except that the raw materials used in the following reaction were obtained as shown in Table 2, and the properties thereof are shown in Table 2 below.

Examples 11-12

By eliminating the refining process in the general process and applying a new process, 30g / ℓ of brushed softener is applied to the Vel Boa fabric, presetting at a temperature of 190 ℃ and 22m / min, and dispersed in a high-pressure dyeing machine after the napping and shading. Dyeing and reduction washing were carried out according to a general method using 20 g / l of dye, 20 g / l of softener in bath, 10 g / l of dispersing bactericide, and 0.3 g / l of Acetic acid. Thereafter, dehydration and drying were performed in a tenter using post-elastic elastic softener 30 g / L and antistatic agent 10 g / L.

The brushed softener used was treated by applying the water dispersion of Example 11 in Example 11 and the water dispersion of Example 5. The results are shown in Table 4.

Comparative Examples 1 to 5

Treat the 30g / l brushing softener and 10g / l antistatic agent in Table 3 according to the general process and presetting at a temperature of 190 ° C and 22m / min, and after deburring and shaving 20g / ℓ, re-attachment prevention agent 10g / ℓ was added and treated 20 minutes at 80 ℃ and then refined 20g / ℓ in the experimental IR dyeing machine, 20g / ℓ in bath softener, 10g / ℓ dispersion dispersant 10g / ℓ, Acetic acid 0.3g / ℓ The dyeing and reduction were carried out according to the general method. Thereafter, dehydration and drying were performed in a tenter using post-elastic elastic softener 30 g / L and antistatic agent 10 g / L. The results are shown in Table 4.

As shown in the comparative test results, the existing product had many problems in the process because the basic physical properties of the preparation required particularly in the process of fiber treatment, such as high temperature stability, dye dispersibility. The material synthesis of the present invention is expected in the industry to be an opportunity to raise the processing level of polyester brushed fabric to the next level. It is thought to have the foundation to lead the global market by supplying economical products through more eco-friendly, cheaper and more versatile, process shortening and preparation reduction.

Claims (9)

A compound having the structure
<Structure>

(Wherein R1 is a C4 to C16 aliphatic or aromatic hydrocarbon with or without a substituent, R2 is a C2 to C16 aliphatic or aromatic hydrocarbon with or without a substituent, R3 is a C2 to C5 aliphatic hydrocarbon with or without a substituent, and R4 Is a C8-C24 saturated or unsaturated aliphatic hydrocarbon with or without substituents, n is 3-30, m is 8-130.) A textile processing aid comprising the compound of claim 1. 3. The preparation for textile processing according to claim 2, wherein the compound is in the form of an aqueous dispersion having an average particle size in the range of 0.05 to 0.5 mu m. The preparation for textile processing according to claim 2, wherein the textile processing aid is any one of a napping softener, a bath softener, an antistatic agent, and a hygroscopic antifouling agent. As a method of preparing the compound of claim 1,
A first step of condensation polymerization of the dicarboxylic acid compound and the diol compound by an ester condensation reaction;
A second step of reacting the polyol compound; And
A method of producing a brushed flexible compound comprising a; third step of reacting a fatty acid. The method of claim 5, wherein the reaction temperature is in the range of 200 to 220 ° C in the first step, 260 to 280 ° C in the second step, and 170 to 190 ° C in the third step. The method of claim 5, wherein at least one of antimony trioxide, zinc acetate, calcium acetate, and zinc chloride is used as the reaction catalyst of the second step. The method of claim 5, wherein the molar ratio of dicarboxylic acid and diol compound in the first step is in the range of 1: 1 to 1: 2, and the fatty acid of the compound and the fatty acid produced from the second step reaction in the third step The molar ratio is 1: 1 to 1: 1.2 method for producing a brushed flexible compound, characterized in that. The method of claim 5, wherein the polyol compound has a molecular weight in the range of 1000 to 2500.