CN106758211A - A kind of environment-friendlysoftening softening agent and its production method and preparation method thereof - Google Patents
A kind of environment-friendlysoftening softening agent and its production method and preparation method thereof Download PDFInfo
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- CN106758211A CN106758211A CN201611080250.6A CN201611080250A CN106758211A CN 106758211 A CN106758211 A CN 106758211A CN 201611080250 A CN201611080250 A CN 201611080250A CN 106758211 A CN106758211 A CN 106758211A
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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
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- 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
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- 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
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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
- 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
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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
- 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
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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
- 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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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Invention provides a kind of environment-friendlysoftening softening agent and its production method, for the hand feel finishing of fabric.The softening agent is, with organic amine and aliphatic acid as raw material, in a nitrogen atmosphere, acid amides to be formed in 180 ~ 200 DEG C of dehydrations by catalyst of phosphorous acid, and synthesis imidazoline is dehydrated under 200 ~ 240 DEG C of vacuum conditions；The product obtained after last quaternary ammoniated, acidifying.In the present invention, softening agent raw material AEEA conventional at present is replaced by with the series organic amine such as hydroxypropylethylendiamine diamine（AEEA）, in the case where mol ratio is not changed, the consistent softening agent of the color distortion energy of feel, xanthochromia can be obtained, solve because of the environment and health problem caused by AEEA.
Description
Technical field
The present invention relates to textile function finishing agent field, more particularly to a kind of environment-friendlysoftening softening agent and its production method and preparation method thereof.
Background technology
The softening agent used in weaving, can be generally divided into organic silicon and non-organic silicon class, and the latter is mainly cation
The product of type, typically with the 16 of saturation, stearic acid, with AEEA (AEEA or amino ethyl ethanolamine), two
Ethene triamine etc. is reacted, and obtains imidazoline or acid amides, and mill run is obtained in quaternized, acidifying.Amine is concentrated mainly on and uses
Above-mentioned two raw materials, relatively simple, although other type of feed are more, quantity is little.
Unsaturated acids is replaced into saturated acid, according to above-mentioned technique, corresponding hydrophilic softener, this kind of product can be obtained
Commercially the title of ointment or consistent lubricant is being sold.In general, diethylenetriamine is that the product feel that raw material is produced is fluffy, yellow
Become bigger than normal；AEEA be raw material production product good hand touch, xanthochromia it is low, using extensive.
Although having had many non-silicone softener technical papers, Patent Publications, all kinds of softening agents are obtained using different material,
But the main amine raw material of solid softening agent product of industrial application main still AEEA, diethylentriamine (DETA), this is mainly
Easily industrialized by raw material and properties of product are excellent determined.
The patent of application number CN201010019315.2 is related to a kind of high yield pulp1 imidazoline-ammonium-salt paper softener
Preparation method.The technical essential that this document is disclosed is mainly：1. method adds higher aliphatic acid reaction, monamide and two acyls in two steps
Amine accessory substance is reduced, and product quality is improved；2. pair alkylamide imidazoline employs the alkylating reagent quaternization of hypotoxicity,
Make the raw material of softening agent and production process environmentally friendly, the use of product is safer.The dialkyl group triamine that it is used, it is main
Want diethylenetriamine, amine ethyl propane diamine.Other amines are not referred to.
The patent of application number CN201010208684.6 is related to a kind of weak cation softening agent manufacture method, and primary raw material is hard
Carburetion carries out amidation process with diethylenetriamine, AEEA and diethanol amine, then is acidified what is obtained.
Recent years, the research of European Union finds：AEEA has toxicity, toxicity level 2 (fertilities) of classification, classification to reproduction
2B (fetus).During textile use, washing etc., water is eventually flowed into due to using the product that AEEA is raw material production
Body, can regenerate AEEA in softening agent product demotion processes, therefore, the softening agent with AEEA as raw material is referred to as reproductive toxicity thing
Matter, prohibits the use of in European Union, meanwhile, other developed countries are it is also proposed that same problem.
Therefore, AEEA substitutes how to be found just into the focus paid close attention in the art.
Although however, DETA is not in itself AEEA, belonging to environmentally friendly material, because the product xanthochromia discoloration that it is produced is big,
AEEA cannot completely be replaced.
It would therefore be desirable to a kind of new environment-friendlysoftening softening agent and its production method, to solve environmental problem and health that raw material A EEA brings
Problem.
The content of the invention
It is an object of the invention to provide a kind of environment-friendlysoftening softening agent and its production method, with N- ethoxys diethylenetriamine, N- hydroxypropyls two
The homology such as ethene triamine amine improves amino steric hindrance, drop as raw material, the organic amine for synthesizing newly by technique, and its product
Low amine active hydrogen quantity come realize reduce softening agent xanthochromia problem.Meanwhile, with hydroxypropylethylendiamine diamine, ethoxy divinyl three
Amine, hydroxypropyl diethylenetriamine replace AEEA as the raw material of softening agent, solve the environmental problems brought of AEEA and health is asked
Topic, meanwhile, reach identical fluffy soft feel and low-yellowing performance.
In order to obtain above-mentioned purpose, present invention firstly provides a kind of organic amine, to replace ethoxy not environmentally completely
Ethylenediamine (AEEA), further synthesis obtains environment-friendlysoftening softening agent and its production method, for the arrangement of fabric.The softening agent is with organic amine
It is raw material with aliphatic acid, in a nitrogen atmosphere, acid amides is formed in 180~200 DEG C of dehydrations by catalyst of phosphorous acid, then at 200
Synthesis imidazoline is dehydrated under~240 DEG C of vacuum conditions；The product obtained after last quaternary ammoniated, acidifying；Wherein,
The molar ratio range of the aliphatic acid and organic amine is in (1.2~2.5):Between 1；Preferably, the aliphatic acid with
The molar ratio range of organic amine is in (1.5~2.0):Between 1.
New environment-friendly type organic amine implementation is as follows：
In embodiments of the present invention, the organic amine be selected from hydroxypropylethylendiamine diamine, diethylenetriamine ethylene oxide condensate,
One or more mixing in diethylenetriamine expoxy propane condensation product.
In embodiments of the present invention, the organic amine is selected from hydroxypropylethylendiamine diamine, hydroxypropyl diethylenetriamine, ethoxy two
Ethene triamine or N, N ' one or more mixing in-dihydroxy ethyl diethylenetriamine.
In embodiments of the present invention, the aliphatic acid is mixed selected from one or more in stearic acid, palmitic acid, oleic acid etc.
Close.
In embodiments of the present invention, there is provided a kind of environment-friendlysoftening softening agent and its production method, for the arrangement of fabric.The environment-friendlysoftening softening agent and its production method
Represented with any one in below general formula：
Wherein, R1 is C14~18 straight or branched alkyl.
The present invention also provides the preparation method of above-mentioned environment-friendlysoftening softening agent and its production method.The synthesis path of the preparation method is mainly：
Aliphatic acid is set to be (1.2~2.5) according to mol ratio with above-mentioned organic amine:1 ratio is catalysis with phosphorous acid in a nitrogen atmosphere
Agent forms acid amides in 180~200 DEG C of dehydrations, and synthesis imidazoline is dehydrated under 200~240 DEG C of vacuum conditions；Finally quaternary ammoniated,
Product is obtained after acidifying.
In embodiments of the present invention, the organic amine is selected from hydroxypropylethylendiamine diamine, hydroxypropyl diethylenetriamine, ethoxy two
Ethene triamine or N, N ' one or more mixing in-dihydroxy ethyl diethylenetriamine.
In embodiments of the present invention, the aliphatic acid is selected from one or more mixing in stearic acid.
In embodiments of the present invention, there is provided the preparation method of the softening agent shown in above-mentioned formula i~formula iii.The preparation side
Method is specifically included：Aliphatic acid is set to be (1.2~2.5) according to mol ratio with organic amine:1 ratio in a nitrogen atmosphere, in phosphorous
Acid for after 160~200 DEG C of reactions under conditions of catalyst intermediate；It is that 0.095~0.098MPa, temperature are in vacuum
Vacuum reaction 2~5 hours under the conditions of 200~250 DEG C；Then, dimethyl suflfate is added, after 80~110 DEG C are reacted 3~6 hours,
Obtain product；Wherein, the dimethyl suflfate obtains mol ratio for (0.6~1.0) with described with organic amine:1.
In embodiments of the present invention, according to the patent ZL200910032856.6 " lifes of continuous prodution AEEA
The technique agent reactor that production. art and its reactor " is recorded, the oxirane in the patent is replaced using expoxy propane, through synthesis
The hydroxypropylethylendiamine diamine that purity is more than 99% is obtained after rectifying.
In embodiments of the present invention, it is under nitrogen protection, 80~150 DEG C, under the conditions of 0~0.5MPa, right using reactor
Diethylenetriamine continuous feeding method addition expoxy propane；Wherein diethylenetriamine and the mol ratio of expoxy propane is 1：1, obtain
Product be N- hydroxypropyl diethylenetriamine hydroxypropyl diethylenetriamines.
In embodiments of the present invention, it is under nitrogen protection, 80~150 DEG C, under the conditions of 0~0.5MPa, right using reactor
Diethylenetriamine continuous feeding method addition of ethylene oxide；Wherein diethylenetriamine and the mol ratio of oxirane is 1：(1~
2) product for, obtaining is N- ethoxys diethylenetriamine and N, N '-dihydroxy ethyl diethylenetriamine.
It will be appreciated by persons skilled in the art that unless otherwise specified, it is of the present invention to be actually commercially available prod.
In the present invention, by with selected from hydroxypropylethylendiamine diamine, hydroxypropyl diethylenetriamine, ethoxy diethylenetriamine or
N, N ' organic amines of one or more mixing in-dihydroxy ethyl diethylenetriamine replace softening agent raw material hydroxyl second conventional at present
Base ethylenediamine (AEEA), in the case where mol ratio is not changed, can obtain the consistent softening agent of the color distortion energy of feel, xanthochromia,
And softening agent of the present invention does not contain AEEA.
Specific embodiment
Hereinafter, with reference to specific embodiment, technology of the invention is described in detail.It is appreciated that the various following tool
Body implementation method is only used for helping skilled in the art to understand the present invention, rather than limitation of the present invention.
Embodiment 1. prepares hydroxypropylethylendiamine diamine
In the present embodiment, prepare as the hydroxypropylethylendiamine diamine of one of the softening agent raw material.With reference to according to patent
ZL200910032856.6 " production technology and its reactor of continuous prodution AEEA " record technical scheme and
Reactor is carried out.Specifically, in the present embodiment, using the reaction tower of the patent, using expoxy propane instead of in the patent
Oxirane, other process conditions are basically unchanged, and hydroxypropylethylendiamine diamine of the purity more than 99% is obtained after synthesis, rectifying
(AEPA)。
Embodiment 2. prepares N- hydroxypropyl diethylenetriamines
In the present embodiment, prepare as the N- hydroxypropyls diethylenetriamine (hydroxypropyl two of one of the softening agent raw material
Ethene triamine).It is under nitrogen protection, 80~150 DEG C, under the conditions of 0~0.5MPa, continuous to diethylenetriamine using reactor
Feed process addition expoxy propane；Wherein diethylenetriamine and the mol ratio of expoxy propane is 1：1, the product for obtaining is N- hydroxypropyls
Base diethylenetriamine (abbreviation hydroxypropyl diethylenetriamine).
Embodiment 3. prepares N- ethoxys diethylenetriamine and N, N '-dihydroxy ethyl diethylenetriamine
In the present embodiment, N- ethoxys diethylenetriamine and N, N '-two as one of the softening agent raw material are prepared
Ethoxy diethylenetriamine.Using reactor, under nitrogen protection, 80~150 DEG C, under the conditions of 0~0.5MPa, to divinyl three
Amine continuous feeding method addition of ethylene oxide；Wherein, when the mol ratio of diethylenetriamine and oxirane is 1：When 1, obtain
Product is N- ethoxy diethylenetriamines；When the mol ratio of diethylenetriamine and oxirane is 1：When 2, the product for obtaining is N,
N '-dihydroxy ethyl diethylenetriamine.
The environment-friendlysoftening softening agent and its production method of embodiment 4.
In the present embodiment, there is provided a kind of environment-friendlysoftening softening agent and its production method.The preparation method of the softening agent is as follows.
The stainless of the condition such as (record) and charging is being indicated with heating, cooling, nitrogen protection, stirring, temperature, pressure
In steel reactor, it is the stearic acid 429.5g (1.6mol) of 209mmgKOH/g to add acid number, and phosphorous acid 0.5g, nitrogen vacuum is put
Change, be slowly warmed up to stearic acid fusing, about 70~90 DEG C of temperature opens stirring, hydroxypropylethylendiamine diamine is added under nitrogen protection
(AEPA) 118g (1.0mol), stearic acid is 1.6 with the mol ratio of organic amine：1.0.It is slow to be warmed up to 180 DEG C, and it is small to be incubated 3
When, in this process, there is water to generate, the intermediate fatty acid amido amine to acid number value less than 1.0mgKOH/g；Open
Vacuum system, vacuum heat-preserving 2~5 hours, is further dehydrated ring under the conditions of vacuum 0.095-0.098MPa, 200~250 DEG C
Change obtains imidazoline intermediate.Reaction equation is as follows：
Wherein, R1COOH is stearic acid.
Then, 75~100 DEG C are cooled to, nitrogen protection is lower to be added dropwise dimethyl suflfate 100.8g (0.8mol), controls in 1-2
Hour adds, and is incubated 3-6 hours at 80-83 DEG C.Acetic acid 12g (0.2mol), organic silicon defoamer 2.5g are added, is led
Product is 1- (2 stearic acid ester group) propyl group -2- heptadecyl -3- methylimidazole quinoline Methylsulfate quaternized ammoniums, product structure formula
It is (i) to be designated as SOFT 1.
The environment-friendlysoftening softening agent and its production method of embodiment 5.
In the present embodiment, there is provided a kind of environment-friendlysoftening softening agent and its production method.The preparation method of the softening agent and the synthesis of embodiment 4
Path is identical, i.e., indicating the condition such as (record) and charging with heating, cooling, nitrogen protection, stirring, temperature, pressure
In stainless steel cauldron, it is the stearic acid 510g (1.9mol), phosphorous acid 0.5g, nitrogen vacuum of 209mmgKOH/g to add acid number
Displacement, is slowly warmed up to stearic acid fusing, and about 70~90 DEG C of temperature opens stirring, and N- hydroxypropyls two are added under nitrogen protection
Ethene triamine, stearic acid is 1.9 with the mol ratio of N- hydroxypropyl diethylenetriamines：1.0.It is slow to be warmed up to 180 DEG C, and it is incubated 3
Hour, in this process, there is water to generate, the intermediate fatty acid amido amine to acid number value less than 1.0mgKOH/g；Open
Vacuum system is opened, the vacuum heat-preserving 2~5 hours under the conditions of vacuum 0.095-0.098MPa, 200~250 DEG C, further dehydration
Cyclisation obtains imidazoline intermediate.
Then, 75~100 DEG C are cooled to, nitrogen protection is lower to be added dropwise dimethyl suflfate 100.8g (0.8mol), control 1~
Add within 2 hours, and 3~6 hours are incubated at 80~83 DEG C.Acetic acid 12g (0.2mol), organic silicon defoamer 2.5g are added, is obtained
It is 1- (N-2- hydroxypropyl stearic amide bases ethyl) -2- heptadecyl -3- methylimidazole quinoline sulfate methyl ammoniums to major product,
Structural formula is (ii), is designated as SOFT 2, is represented with following molecular formula：
If being (1.6~1.9) in the mol ratio of stearic acid and diethylenetriamine using diethylenetriamine:Under 1.0 ratios
There is a small amount of (0.4-0.1mol) responseless primary amino radical to remain, xanthochromia discoloration can be increased；After addition expoxy propane, if
Residual, also can be the secondary amine for having 2- hydroxypropyl additions, improve steric hindrance, considerably reduce xanthochromia.
The environment-friendlysoftening softening agent and its production method of embodiment 6.
In the present embodiment, there is provided a kind of environment-friendlysoftening softening agent and its production method.The preparation method of the softening agent and the synthesis of embodiment 4
Path is identical, i.e., indicating the condition such as (record) and charging with heating, cooling, nitrogen protection, stirring, temperature, pressure
In stainless steel cauldron, it is the stearic acid 536.9g (2.0mol) of 209mmgKOH/g to add acid number, and phosphorous acid 0.5g, nitrogen is true
Empty substitution, is slowly warmed up to stearic acid fusing, and about 70~90 DEG C of temperature opens stirring, and N- ethoxys are added under nitrogen protection
Diethylenetriamine, stearic acid is 2.0 with the mol ratio of N- ethoxy diethylenetriamines：1.0.Slowly 180 DEG C are warmed up to, and be incubated
3 hours, in this process, there is water to generate, the intermediate fatty acid amido amine to acid number value less than 1.0mgKOH/g；Open
Vacuum system is opened, vacuum heat-preserving 2~5 hours, further takes off under the conditions of 0.095~0.098MPa of vacuum, 200~250 DEG C
Water ring obtains imidazoline intermediate.
Then, 75~100 DEG C are cooled to, nitrogen protection is lower to be added dropwise dimethyl suflfate 100.8g (0.8mol), control 1~
Add within 2 hours, and 3~6 hours are incubated at 80~83 DEG C.Acetic acid 12g (0.2mol), organic silicon defoamer 2.5g are added, is obtained
It is 1- (N-2- hydroxypropyl stearic amide bases ethyl) -2- heptadecyl -3- methylimidazole quinoline sulfate methyl ammoniums to major product,
Structural formula is (iii), is designated as SOFT 3, is represented with following molecular formula：
The performance verification of the environment-friendlysoftening softening agent and its production method of embodiment 7.
In order to confirm performance of the product after being arranged through softening agent of the present invention in feel and whiteness, applicant will
Above-mentioned softening agent SOFT1~5 are according to 1：The 9 dilute aqueous emulsion into 10% of mass ratio is standby.Object is arranged for all-cotton knitting adds
Calico, infusion process handling process is：Bath raio 1:15, treatment temperature is 25 DEG C, and process time is 20 minutes, dehydration, drying, sizing
(160 DEG C, 60 seconds), get damp again 3 hours.The performance of product is determined again, wherein, feel evaluates average value value according to 5 people, and 5 points are
Best result；Whiteness value is determined by leucometer, choose different zones 10 points, is averaged and is obtained.Whiteness value is higher, illustrates Huang
Change, discoloration value are smaller, and process performance is better.
Additionally, the advantage to highlight environment-friendlysoftening softening agent and its production method of the present invention, applicant also have chosen softness conventional at present
, used as reference examples, wherein softener A is the softening agent with AEEA as raw material, and softener B is to be with DETA for agent A and softener B
The softening agent of raw material, experimental data refers to table 1.
The environment-friendlysoftening softening agent and its production method treatment effect of the present invention of table 1.
| Softening agent | Feel | Whiteness value |
| SOFT1 | 4.5-5.0 | 98.3 |
| SOFT2 | 5.0 | 98.0 |
| SOFT3 | 5.0 | 98.1 |
| Softener A | 4.5-5.0 | 98.1 |
| Softener B | 5.0 | 97.0 |
As can be seen from Table 1, it can be seen that the product SOFT 1 produced with raw material A EPA softener A, Liang Zheji on year-on-year basis
There is identical feel and whiteness, illustrate, using method of the present invention, a kind of softening agent without AEEA can be obtained.
Additionally, from table 1, the feel of sample SOFT2, SOFT3 and softener B sample is just the same or slightly almost, but in vain
Degree will will be significantly less than sample B significantly better than comparative sample B, i.e. xanthochromia, and compared with A samples, feel, xanthochromia are closer to one
A bit；Illustrate that the softening agent using heretofore described organic amine as Material synthesis can completely replace AEEA, production has more ring
The softening agent of border security, while also having more preferably low-yellowing and feel.
The present invention is been described by by above-mentioned related embodiment, but above-described embodiment is only to implement example of the invention.
It must be noted that, it has been disclosed that embodiment be not limiting as the scope of the present invention.On the contrary, being contained in the spirit of claims
And scope modification and impartial setting be included in the scope of the present invention.
Claims (10)
1. a kind of environment-friendlysoftening softening agent and its production method, for the hand feel finishing of fabric, it is characterised in that the softening agent is with organic amine and fat
Fat acid is raw material, in a nitrogen atmosphere, acid amides is formed in 180~200 DEG C of dehydrations by catalyst of phosphorous acid, then at 200~240
Synthesis imidazoline is dehydrated under DEG C vacuum condition；The product obtained after last quaternary ammoniated, acidifying；Wherein,
The molar ratio range of the aliphatic acid and organic amine is in (1.2~2.5):Between 1；Preferably, the aliphatic acid with it is organic
The molar ratio range of amine is in (1.5~2.0):Between 1.
2. environment-friendlysoftening softening agent and its production method as claimed in claim 1, it is characterised in that the organic amine is selected from hydroxypropylethylendiamine diamine, two
One or more mixing in ethene triamine ethylene oxide condensate, diethylenetriamine expoxy propane condensation product.
3. environment-friendlysoftening softening agent and its production method as claimed in claim 1, it is characterised in that the organic amine is selected from hydroxypropylethylendiamine diamine, hydroxyl
Propyl group diethylenetriamine, ethoxy diethylenetriamine or N, N ' one or more mixing in-dihydroxy ethyl diethylenetriamine.
4. environment-friendlysoftening softening agent and its production method as claimed in claim 1, it is characterised in that the aliphatic acid be selected from one kind in stearic acid or
Several mixing.
5. a kind of environment-friendlysoftening softening agent and its production method, for the arrangement of fabric, it is characterised in that the environment-friendlysoftening softening agent and its production method is with below general formula
Any one expression：
Wherein, R1 is C14~18 straight chain saturation or unsaturated alkyl.
6. the preparation method of the environment-friendlysoftening softening agent and its production method described in a kind of claim 1, it is characterised in that the preparation method is：Make
Aliphatic acid is (1.2~2.5) according to mol ratio with organic amine:1 ratio in a nitrogen atmosphere, exists by catalyst of phosphorous acid
180~200 DEG C of dehydrations form acid amides, and synthesis imidazoline is dehydrated under 200~240 DEG C of vacuum conditions；Last quaternary ammoniated, acidifying
After obtain product.
7. preparation method as claimed in claim 6, it is characterised in that the organic amine is selected from hydroxypropylethylendiamine diamine, hydroxypropyl
Diethylenetriamine, ethoxy diethylenetriamine or N, N ' one or more mixing in-dihydroxy ethyl diethylenetriamine.
8. preparation method as claimed in claim 6, it is characterised in that the aliphatic acid is selected from one or more in stearic acid
Mixing.
9. preparation method as claimed in claim 6, it is characterised in that the preparation method is specifically included：Make aliphatic acid and have
Machine amine is (1.2~2.5) according to mol ratio:1 ratio in a nitrogen atmosphere, phosphorous acid be catalyst under conditions of 160~
Intermediate is obtained after 200 DEG C of reactions；Vacuum be 0.095~0.098MPa, temperature be 200~250 DEG C under the conditions of vacuum reaction 2
~5 hours；Then, dimethyl suflfate is added, after 80~83 DEG C are reacted 3~6 hours, product is obtained.
10. preparation method as claimed in claim 9, it is characterised in that the dimethyl suflfate must rub with described with organic amine
You are than being (0.6~1.0):1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611080250.6A CN106758211B (en) | 2016-11-30 | 2016-11-30 | Environment-friendly softening agent and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611080250.6A CN106758211B (en) | 2016-11-30 | 2016-11-30 | Environment-friendly softening agent and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106758211A true CN106758211A (en) | 2017-05-31 |
| CN106758211B CN106758211B (en) | 2020-09-25 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201611080250.6A Active CN106758211B (en) | 2016-11-30 | 2016-11-30 | Environment-friendly softening agent and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111848945A (en) * | 2020-05-07 | 2020-10-30 | 苏州联胜化学有限公司 | Polyester fluffy hydrophilic film |
| CN113930966A (en) * | 2021-12-06 | 2022-01-14 | 苏州联胜化学有限公司 | Anti-yellowing flexible sheet and preparation method thereof |
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| US4476031A (en) * | 1981-01-16 | 1984-10-09 | The Procter & Gamble Company | Textile treatment compositions |
| CN1068380A (en) * | 1991-04-30 | 1993-01-27 | 普罗格特-甘布尔公司 | Novel fabric sofetening composition |
| US5427697A (en) * | 1993-12-17 | 1995-06-27 | The Procter & Gamble Company | Clear or translucent, concentrated fabric softener compositions |
| CN103321042A (en) * | 2013-05-31 | 2013-09-25 | 浙江安诺其助剂有限公司 | Low-temperature instant imidazoline quaternary ammonium salt cation flexible sheet and preparation method thereof |
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- 2016-11-30 CN CN201611080250.6A patent/CN106758211B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4476031A (en) * | 1981-01-16 | 1984-10-09 | The Procter & Gamble Company | Textile treatment compositions |
| CN1068380A (en) * | 1991-04-30 | 1993-01-27 | 普罗格特-甘布尔公司 | Novel fabric sofetening composition |
| US5427697A (en) * | 1993-12-17 | 1995-06-27 | The Procter & Gamble Company | Clear or translucent, concentrated fabric softener compositions |
| CN103321042A (en) * | 2013-05-31 | 2013-09-25 | 浙江安诺其助剂有限公司 | Low-temperature instant imidazoline quaternary ammonium salt cation flexible sheet and preparation method thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111848945A (en) * | 2020-05-07 | 2020-10-30 | 苏州联胜化学有限公司 | Polyester fluffy hydrophilic film |
| CN113930966A (en) * | 2021-12-06 | 2022-01-14 | 苏州联胜化学有限公司 | Anti-yellowing flexible sheet and preparation method thereof |
| CN113930966B (en) * | 2021-12-06 | 2023-03-14 | 苏州联胜化学有限公司 | Anti-yellowing flexible sheet and preparation method thereof |
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| Publication number | Publication date |
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| CN106758211B (en) | 2020-09-25 |
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