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CN106758211B - Environment-friendly softening agent and preparation method thereof - Google Patents

Environment-friendly softening agent and preparation method thereof Download PDF

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Publication number
CN106758211B
CN106758211B CN201611080250.6A CN201611080250A CN106758211B CN 106758211 B CN106758211 B CN 106758211B CN 201611080250 A CN201611080250 A CN 201611080250A CN 106758211 B CN106758211 B CN 106758211B
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softening agent
diethylenetriamine
acid
environment
organic amine
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CN106758211A (en
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李学民
蒋晓放
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SUZHOU LIANSHENG CHEMISTRY CO Ltd
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SUZHOU LIANSHENG CHEMISTRY CO Ltd
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
    • D06M13/473—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D233/22—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D233/24—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • D06M2101/04—Vegetal fibres
    • D06M2101/06—Vegetal fibres cellulosic
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50—Modified hand or grip properties; Softening compositions

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The invention provides an environment-friendly softening agent which is used for hand feeling finishing of fabrics. The softening agent takes organic amine and fatty acid as raw materials, takes phosphorous acid as a catalyst to dehydrate at 180-200 ℃ in a nitrogen atmosphere to form amide, and then dehydrates at 200-240 ℃ under a vacuum condition to synthesize imidazoline; finally quaternizing and acidifying to obtain the product. In the invention, series of organic amines such as hydroxypropyl ethylenediamine and the like are used for replacing hydroxyethyl ethylenediamine (AEEA) which is a commonly used softening agent at present, so that the softening agent with consistent hand feeling and yellowing property can be obtained under the condition of not changing the molar ratio, and the environmental and health problems caused by AEEA are solved.

Description

Environment-friendly softening agent and preparation method thereof
Technical Field
The invention relates to the field of textile functional finishing agents, in particular to an environment-friendly softening agent and a preparation method thereof.
Background
The softeners used in textile can be generally divided into organosilicon and non-organosilicon, the latter is mainly a cationic product, and saturated hexadecanoic acid and octadecanoic acid are generally reacted with hydroxyethyl ethylenediamine (AEEA or aminoethylethanolamine), diethylenetriamine and the like to obtain imidazoline or amide, and the imidazoline or amide is quaternized and acidified to obtain a common product. The amines are mainly concentrated on using the two raw materials, and are relatively single, and the other raw materials are large in types but not large in quantity.
By replacing saturated acids with unsaturated acids, the corresponding hydrophilic softeners can be obtained according to the above process, and such products are sold under the name of ointments or soft oils on the market. Generally, products produced by taking diethylenetriamine as a raw material have loose hand feeling and large yellowing; the product produced by using AEEA as the raw material has good hand feeling, low yellowing and wide application.
Although there are many technical papers and patents on non-silicon softening agents, various softening agents are obtained from different raw materials, the main amine raw materials of the industrially used solid softening agent are AEEA and Diethylenetriamine (DETA), which is mainly determined by the easy industrialization of the raw materials and the excellent product performance.
The patent application No. CN201010019315.2 relates to a preparation method of a high-yield imidazoline quaternary ammonium salt type paper softening agent. The technical points disclosed in this document are mainly: 1. the higher fatty acid is added in a two-step method for reaction, the byproducts of the monoamide and the diamide are reduced, and the product quality is improved; 2. the dialkyl amido imidazoline adopts low-toxicity alkylating reagent quaternary ammonium salt for salinization, so that the raw material and the production process of the softening agent are environment-friendly, and the use of the product is safer. The used dialkyl triamine is mainly diethylenetriamine and aminoethyl propanediamine. No other amines are mentioned.
The patent of application No. CN201010208684.6 relates to a method for preparing a weak cation softening agent, which is obtained by carrying out amidation reaction on main raw material hardened oil, diethylenetriamine, hydroxyethyl ethylenediamine and diethanolamine and then acidifying.
In recent years, studies in the european union have found that: AEEA is toxic to reproduction, toxicity class 2 (fertility), class 2B (foetus). Since products produced using AEEA as a raw material eventually flow into water during textile use, washing, and the like, and AEEA is regenerated during degradation of softener products, softeners using AEEA as a raw material, which are called regenerated toxic substances, are prohibited from being used in the european union, and the same problems are raised in other developed countries.
Therefore, finding a substitute for AEEA has become a focus of attention in the art.
However, although DETA itself is not AEEA and is an environmentally friendly substance, it cannot completely replace AEEA because the yellow discoloration of the produced product becomes large.
Therefore, a new environment-friendly softener is needed to solve the environmental problems and health problems caused by the raw material AEEA.
Disclosure of Invention
The invention aims to provide an environment-friendly softening agent, which takes homologous amines such as N-hydroxyethyl diethylenetriamine and N-hydroxypropyl diethylenetriamine as raw materials, and synthesizes a new organic amine through a process, and the product of the organic amine improves the steric hindrance of amino groups, reduces the number of active hydrogen of the amine, and realizes the purpose of reducing the yellowing problem of the softening agent. Meanwhile, the raw materials of the softening agent are hydroxypropyl ethylenediamine, hydroxyethyl diethylenetriamine and hydroxypropyl diethylenetriamine instead of AEEA, so that the environmental problem and the health problem caused by AEEA are solved, and the same fluffy and soft hand feeling and low yellowing performance are achieved.
In order to achieve the purpose, the invention firstly provides organic amine which is used for completely replacing non-environment-friendly hydroxyethyl ethylene diamine (AEEA), and then the organic amine is further synthesized to obtain an environment-friendly softening agent which is used for finishing fabrics. The softening agent takes organic amine and fatty acid as raw materials, takes phosphorous acid as a catalyst to dehydrate at 180-200 ℃ in a nitrogen atmosphere to form amide, and then dehydrates at 200-240 ℃ under a vacuum condition to synthesize imidazoline; finally quaternizing and acidifying to obtain a product; wherein,
the molar ratio of the fatty acid to the organic amine is in the range of (1.2-2.5): 1; preferably, the molar ratio of the fatty acid to the organic amine is in a range of (1.5-2.0): 1.
The novel environment-friendly organic amine is realized as follows:
in the embodiment of the invention, the organic amine is selected from one or a mixture of several of hydroxypropyl ethylenediamine, diethylenetriamine ethylene oxide condensate and diethylenetriamine propylene oxide condensate.
In the embodiment of the invention, the organic amine is selected from one or a mixture of several of hydroxypropyl ethylenediamine, hydroxypropyl diethylenetriamine, hydroxyethyl diethylenetriamine or N, N' -dihydroxyethyl diethylenetriamine.
In the embodiment of the invention, the fatty acid is selected from one or more of stearic acid, palmitic acid, oleic acid and the like.
In the embodiment of the invention, an environment-friendly softening agent is provided for finishing fabrics. The environment-friendly softening agent is represented by any one of the following general formulas:
Figure GDA0001999313910000021
Figure GDA0001999313910000031
wherein R1 is a C14-18 straight chain or branched chain alkyl.
The invention also provides a preparation method of the environment-friendly softening agent. The preparation method mainly comprises the following synthetic routes: dehydrating fatty acid and the organic amine according to the molar ratio of (1.2-2.5): 1 under nitrogen atmosphere and with phosphorous acid as a catalyst at 180-200 ℃ to form amide, and dehydrating under the vacuum condition at 200-240 ℃ to synthesize imidazoline; finally quaternization and acidification are carried out to obtain the product.
In the embodiment of the invention, the organic amine is selected from one or a mixture of several of hydroxypropyl ethylenediamine, hydroxypropyl diethylenetriamine, hydroxyethyl diethylenetriamine or N, N' -dihydroxyethyl diethylenetriamine.
In the embodiment of the invention, the fatty acid is one or more selected from stearic acid.
In an embodiment of the present invention, a method for preparing the softening agent represented by the above formulas i to iii is provided. The preparation method specifically comprises the following steps: reacting fatty acid and organic amine according to the molar ratio of (1.2-2.5) to 1 at 160-200 ℃ under the condition of taking phosphorous acid as a catalyst in a nitrogen atmosphere to obtain an intermediate; carrying out vacuum reaction for 2-5 hours under the conditions that the vacuum degree is 0.095-0.098MPa and the temperature is 200-250 ℃; then, adding dimethyl sulfate, and reacting for 3-6 hours at 80-110 ℃ to obtain a product; wherein the molar ratio of the dimethyl sulfate to the organic amine is (0.6-1.0): 1.
In the embodiment of the invention, according to a technological agent reaction kettle described in patent ZL200910032856.6 'continuous production process of hydroxyethyl ethylenediamine and reaction kettle', propylene oxide is used for replacing ethylene oxide in the patent, and the hydroxypropyl ethylenediamine with the purity of more than 99% is obtained after synthetic rectification.
In the embodiment of the invention, propylene oxide is added to diethylenetriamine by a continuous feeding method under the protection of nitrogen and at the temperature of 80-150 ℃ and the pressure of 0-0.5 MPa by using a reaction kettle; wherein the molar ratio of diethylenetriamine to propylene oxide is 1:1, obtaining the product N-hydroxypropyl diethylenetriamine.
In the embodiment of the invention, ethylene oxide is added to diethylenetriamine by a continuous feeding method under the protection of nitrogen and at the temperature of 80-150 ℃ and the pressure of 0-0.5 MPa by using a reaction kettle; wherein the molar ratio of diethylenetriamine to ethylene oxide is 1: (1-2), and obtaining products of N-hydroxyethyl diethylenetriamine and N, N' -dihydroxyethyl diethylenetriamine.
It will be understood by those skilled in the art that the present invention is actually a commercially available product unless otherwise specified.
In the invention, one or a mixture of several organic amines selected from hydroxypropyl ethylenediamine, hydroxypropyl diethylenetriamine, hydroxyethyl diethylenetriamine or N, N' -dihydroxyethyl diethylenetriamine is used for replacing the currently commonly used softener raw material hydroxyethyl ethylenediamine (AEEA), so that the softener with consistent hand feeling and yellowing property can be obtained under the condition of not changing the molar ratio, and the softener does not contain AEEA.
Detailed Description
Hereinafter, the technique of the present invention will be described in detail with reference to specific embodiments. It should be understood that the following detailed description is only for the purpose of assisting those skilled in the art in understanding the present invention, and is not intended to limit the present invention.
EXAMPLE 1 preparation of hydroxypropyl Ethylenediamine
In this example, hydroxypropyl ethylenediamine was prepared as one of the raw materials of the softener. Refer to the technical scheme and the reaction kettle described in patent ZL200910032856.6 'continuous production process of hydroxyethyl ethylenediamine and the reaction kettle thereof'. Specifically, in this example, propylene oxide was used in place of ethylene oxide in the patent in the reaction column of the patent, and other process conditions were substantially unchanged, and hydroxypropyl ethylenediamine (AEPA) having a purity of 99% or more was obtained after synthesis and rectification.
EXAMPLE 2 preparation of N-hydroxypropyl diethylenetriamine
In this example, N-hydroxypropyl diethylenetriamine (hydroxypropyl diethylenetriamine) was prepared as one of the raw materials of the softener. Adding propylene oxide to diethylenetriamine by using a reaction kettle under the protection of nitrogen and under the conditions of 80-150 ℃ and 0-0.5 MPa by using a continuous feeding method; wherein the molar ratio of diethylenetriamine to propylene oxide is 1:1, obtaining the product N-hydroxypropyl diethylenetriamine (hydroxypropyl diethylenetriamine for short).
EXAMPLE 3 preparation of N-hydroxyethyl diethylenetriamine and N, N' -dihydroxyethyl diethylenetriamine
In this example, N-hydroxyethyl diethylenetriamine and N, N' -dihydroxyethyl diethylenetriamine were prepared as one of the raw materials of the softener. Adding ethylene oxide to diethylenetriamine by using a reaction kettle under the protection of nitrogen and under the conditions of 80-150 ℃ and 0-0.5 MPa by using a continuous feeding method; wherein, when the molar ratio of the diethylenetriamine to the ethylene oxide is 1:1, obtaining a product N-hydroxyethyl diethylenetriamine; when the molar ratio of diethylenetriamine to ethylene oxide is 1: 2, the obtained product is N, N' -dihydroxyethyl diethylenetriamine.
Example 4 Environment-friendly softener
In this embodiment, an environment-friendly softener is provided. The preparation method of the softening agent is as follows.
Adding 429.5g (1.6mol) of stearic acid with an acid value of 209mmgKOH/g and 0.5g of phosphorous acid into a stainless steel reaction kettle with the conditions of heating, cooling, nitrogen protection, stirring, temperature, pressure indication (recording), feeding and the like, performing vacuum displacement by using nitrogen, slowly heating until the stearic acid is molten, wherein the temperature is about 70-90 ℃, stirring, adding 118g (1.0mol) of hydroxypropyl ethylenediamine (AEPA) under the nitrogen protection, and the molar ratio of the stearic acid to the organic amine is 1.6: 1.0. slowly raising the temperature to 180 ℃, and preserving the temperature for 3 hours, wherein water is generated in the process until the acid value of the intermediate fatty acid amide is less than 1.0 mgKOH/g; starting a vacuum system, carrying out vacuum heat preservation for 2-5 hours under the conditions that the vacuum degree is 0.095-0.098MPa and the temperature is 200-250 ℃, and further carrying out dehydration cyclization to obtain an imidazoline intermediate. The reaction equation is as follows:
Figure GDA0001999313910000051
wherein R is1COOH is stearic acid.
And then, cooling to 75-100 ℃, dropwise adding 100.8g (0.8mol) of dimethyl sulfate under the protection of nitrogen, controlling the adding to be finished within 1-2 hours, and preserving the heat for 3-6 hours at 80-83 ℃. And then adding 12g (0.2mol) of acetic acid and 2.5g of an organic silicon defoaming agent to obtain the 1- (2 stearate group) propyl-2-heptadecyl-3-methylimidazoline methyl ammonium sulfate quaternary ammonium salt serving as a main product, wherein the structural formula of the product is (i) and is marked as SOFT 1.
Figure GDA0001999313910000061
Example 5 Environment-friendly softener
In this embodiment, an environment-friendly softener is provided. The preparation method of the softening agent is the same as the synthesis route of the embodiment 4, namely, 510g (1.9mol) of stearic acid with an acid value of 209mmgKOH/g and 0.5g of phosphorous acid are added into a stainless steel reaction kettle with the conditions of heating, cooling, nitrogen protection, stirring, temperature indication (recording), feeding and the like, nitrogen is replaced in vacuum, the temperature is slowly increased to be about 70-90 ℃ for stearic acid melting, stirring is started, N-hydroxypropyl diethylenetriamine is added under the protection of nitrogen, and the molar ratio of stearic acid to N-hydroxypropyl diethylenetriamine is 1.9: 1.0. slowly raising the temperature to 180 ℃, and preserving the temperature for 3 hours, wherein water is generated in the process until the acid value of the intermediate fatty acid amide is less than 1.0 mgKOH/g; starting a vacuum system, carrying out vacuum heat preservation for 2-5 hours under the conditions that the vacuum degree is 0.095-0.098MPa and the temperature is 200-250 ℃, and further carrying out dehydration cyclization to obtain an imidazoline intermediate.
And then, cooling to 75-100 ℃, dropwise adding 100.8g (0.8mol) of dimethyl sulfate under the protection of nitrogen, controlling the adding to be finished within 1-2 hours, and preserving the heat for 3-6 hours at 80-83 ℃. Then adding 12g (0.2mol) of acetic acid and 2.5g of organic silicon defoaming agent to obtain a main product 1- (N-2-hydroxypropyl stearamidoethyl) -2-heptadecyl-3-methylimidazoline methyl sulfate, wherein the main product is represented by a structural formula (ii) and is marked as SOFT2, and the molecular formula is shown as follows:
Figure GDA0001999313910000062
if diethylenetriamine is used, a small amount (0.4 to 0.1mol) of unreacted primary amino groups remain at a molar ratio of stearic acid to diethylenetriamine of (1.6 to 1.9):1.0, which increases yellowing; after the addition of propylene oxide, if residues exist, the propylene oxide is also a secondary amine with 2-hydroxypropyl addition, so that the steric hindrance is improved, and the yellowing is greatly reduced.
Example 6 Environment-friendly softener
In this embodiment, an environment-friendly softener is provided. The preparation method of the softening agent is the same as the synthesis route of the embodiment 4, namely, 536.9g (2.0mol) of stearic acid with an acid value of 209mmgKOH/g and 0.5g of phosphorous acid are added into a stainless steel reaction kettle with the conditions of heating, cooling, nitrogen protection, stirring, temperature indication (recording), feeding and the like, nitrogen is replaced in vacuum, the temperature is slowly increased to the melting point of the stearic acid, the temperature is about 70-90 ℃, stirring is started, N-hydroxyethyl diethylenetriamine is added under the protection of nitrogen, the molar ratio of the stearic acid to the N-hydroxyethyl diethylenetriamine is 2.0: 1.0. slowly raising the temperature to 180 ℃, and preserving the temperature for 3 hours, wherein water is generated in the process until the acid value of the intermediate fatty acid amide is less than 1.0 mgKOH/g; starting a vacuum system, carrying out vacuum heat preservation for 2-5 hours under the conditions that the vacuum degree is 0.095-0.098MPa and the temperature is 200-250 ℃, and further carrying out dehydration cyclization to obtain an imidazoline intermediate.
And then, cooling to 75-100 ℃, dropwise adding 100.8g (0.8mol) of dimethyl sulfate under the protection of nitrogen, controlling the adding to be finished within 1-2 hours, and preserving the heat for 3-6 hours at 80-83 ℃. Then adding 12g (0.2mol) of acetic acid and 2.5g of organic silicon defoaming agent to obtain a main product 1- (N-2-hydroxypropyl stearamidoethyl) -2-heptadecyl-3-methylimidazoline methyl sulfate, wherein the main product is represented by a structural formula (iii), is marked as SOFT3 and is represented by the following molecular formula:
Figure GDA0001999313910000071
example 7 Performance verification of environmentally friendly softener
In order to confirm the performance of the product finished by the softener in hand feeling and whiteness, the applicant makes the softening agent SOFT 1-5 have the following weight ratio of 1: 9 is diluted into 10 percent of water emulsion for standby. The finishing object is all-cotton knitted fabric and white cloth, and the dipping method treatment process comprises the following steps: the bath ratio is 1:15, the treatment temperature is 25 ℃, the treatment time is 20 minutes, dehydration, drying, shaping (160 ℃, 60 seconds) and moisture regain is 3 hours. Measuring the performance of the product, wherein the hand feeling is evaluated according to an average value of 5 persons, and 5 is divided into a highest point; the whiteness value is measured by a whiteness meter, ten points in different areas are selected, and an average value is obtained. The higher the whiteness value, the lower the yellowing and color change value, and the better the handling property.
In addition, in order to highlight the advantages of the environment-friendly softener of the invention, the applicant also selects softener a and softener B which are commonly used at present as comparison examples, wherein softener a is a softener taking AEEA as a raw material, and softener B is a softener taking DETA as a raw material.
See table 1 for experimental data.
TABLE 1 treatment effect of the environmentally friendly softening agent of the present invention
Softening agent Hand feeling Whiteness value
SOFT1 4.5-5.0 98.3
SOFT 2 5.0 98.0
SOFT 3 5.0 98.1
Softening agent A 4.5-5.0 98.1
Softening agent B 5.0 97.0
As can be seen from Table 1, the product SOFT1 produced from the raw material AEPA had almost the same hand and whiteness as softener A, indicating that a softener without AEEA was obtained by the process of the present invention. In addition, as can be seen from table 1, the samples SOFT2, SOFT3 and softener B had the same or slightly worse hand feel, but the whiteness was significantly better than that of the comparative sample B, i.e. the yellowing was significantly less than that of sample B, and the hand feel and yellowing were closer to a little compared with sample a; the softener synthesized by taking the organic amine as the raw material can completely replace AEEA to produce a softener with higher environmental safety and better low yellowing property and hand feeling.
The present invention has been described in relation to the above embodiments, which are only exemplary of the implementation of the present invention. It must be noted that the disclosed embodiments do not limit the scope of the invention. Rather, modifications and equivalent arrangements included within the spirit and scope of the claims are included within the scope of the invention.

Claims (5)

1. An environment-friendly softening agent is used for hand feeling finishing of fabrics, and is characterized in that organic amine and fatty acid are used as raw materials, phosphorous acid is used as a catalyst to dehydrate at 180-200 ℃ in a nitrogen atmosphere to form amide, and then the amide is dehydrated and synthesized into imidazoline under the vacuum condition of 200-240 ℃; finally quaternizing and acidifying to obtain a product; wherein,
the molar ratio of the fatty acid to the organic amine is in the range of (1.2-2.5): 1;
the organic amine is selected from one or a mixture of two of N-hydroxypropyl diethylenetriamine and N-hydroxyethyl diethylenetriamine.
2. The environment-friendly softener according to claim 1, wherein the molar ratio of the fatty acid to the organic amine is in the range of (1.5-2.0): 1.
3. The environment-friendly softener of claim 1, wherein the fatty acid is one or a mixture of stearic acid, palmitic acid and oleic acid.
4. A method for preparing the environment-friendly softening agent as claimed in claim 1, wherein the method comprises the following steps: dehydrating fatty acid and organic amine according to the molar ratio of (1.2-2.5): 1 in a nitrogen atmosphere by taking phosphorous acid as a catalyst at 180-200 ℃ to form amide, and dehydrating at 200-240 ℃ under a vacuum condition to synthesize imidazoline; finally quaternizing and acidifying to obtain a product; wherein the organic amine is selected from one or a mixture of two of N-hydroxypropyl diethylenetriamine and N-hydroxyethyl diethylenetriamine.
5. The method according to claim 4, wherein the fatty acid is selected from stearic acid, palmitic acid, and oleic acid.
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US5427697A (en) * 1993-12-17 1995-06-27 The Procter & Gamble Company Clear or translucent, concentrated fabric softener compositions
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