CN109440457A - It is a kind of for the quaternary carboxylic acid of noniron finish and its preparation and application - Google Patents

It is a kind of for the quaternary carboxylic acid of noniron finish and its preparation and application Download PDF

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Publication number
CN109440457A
CN109440457A CN201811147184.9A CN201811147184A CN109440457A CN 109440457 A CN109440457 A CN 109440457A CN 201811147184 A CN201811147184 A CN 201811147184A CN 109440457 A CN109440457 A CN 109440457A
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CN
China
Prior art keywords
carboxylic acid
quaternary carboxylic
acid
catalyst
obtains
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Pending
Application number
CN201811147184.9A
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Chinese (zh)
Inventor
何瑾馨
李富强
董霞
唐文君
姚金龙
向中林
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JIANGSU LIANFA TEXTILE CO Ltd
Donghua University
National Dong Hwa University
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JIANGSU LIANFA TEXTILE CO Ltd
Donghua University
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Priority to CN201811147184.9A priority Critical patent/CN109440457A/en
Publication of CN109440457A publication Critical patent/CN109440457A/en
Pending legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244Treating 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 sulfur or phosphorus
    • D06M13/248Treating 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 sulfur or phosphorus with compounds containing sulfur
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/18Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/52Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/04Vegetal fibres
    • D06M2101/06Vegetal fibres cellulosic
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/20Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease

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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 present invention relates to a kind of for the quaternary carboxylic acid of noniron finish and its preparation and application, and binary acid is soluble in water, and dithioglycol and catalyst I is then added, and heating reaction is cooling, filters, obtains quaternary carboxylic acid.Using: quaternary carboxylic acid is soluble in water, catalyst II is added, obtains finishing fluid, then immerses cotton fabric in finishing fluid, second dipping and rolling, drying bakes, obtains wash-and-wear fabrics.The wash-and-wear fabrics that the present invention obtains have good crease resistant finishing and strength retention, and the strength decline problem of and fabric expensive for BTCA in current polybasic carboxylic acid anti-crease finishing has clear improvement, and have wide practical use and market prospects.

Description

It is a kind of for the quaternary carboxylic acid of noniron finish and its preparation and application
Technical field
The invention belongs to finishing agent and its preparation and application field, in particular to a kind of quaternary carboxylic acid for noniron finish And its it prepares and applies.
Background technique
Cotton fabric has the characteristics of comfortable and easy to wear, good hygroscopicity, is liked by people.But it easily rises during taking Wrinkle, is not easy to nurse, is unable to satisfy the daily need of people.Therefore, carrying out anti-crease finishing to cotton fabric, there is important reality to anticipate Justice.The main reason for cotton fabric wrinkles is that the hydroxyl in cotton fiber amorphous region on strand can be slided under external force It moves, form hydrogen bond in new position and strand is hindered to be returned to original state.
Currently, industrial mainly carry out anti-crease finishing to cotton fabric using 2D resin, this method has good anti-wrinkle effect, But there is Form aldehyde release in the fabric after arranging.It not can avoid formaldehyde carrying out etherification modified to 2D resin to release yet It puts.With the raising of environmental requirement, free formaldehyde DP finish comes into being, and most popular formaldehyde-free anti-crease finish is more First carboxylic acids finishing agent, such as butane tetracarboxylic acid (BTCA) and citric acid.It is wherein best with BTCA finishing effect, but due to BTCA sheet Body is expensive, and the strength decline of its finish fabric is obvious, limits its extensive use.
Therefore, studying novel polybasic carboxylic acid and applying it to has important practical meaning in the noniron finish of cotton fabric Justice.
Summary of the invention
Technical problem to be solved by the invention is to provide a kind of for the quaternary carboxylic acid of noniron finish and its preparation and answers With the wash-and-wear fabrics that the present invention obtains have good crease resistant finishing and strength retention, anti-for current polybasic carboxylic acid Wrinkle arrange in BTCA is expensive and the strength of fabric decline problem has clear improvement, have wide practical use with before market Scape.
A kind of quaternary carboxylic acid for noniron finish of the invention, the structural formula of the quaternary carboxylic acid are as follows:
A kind of preparation method of quaternary carboxylic acid for noniron finish of the invention, comprising:
Binary acid is soluble in water, dithioglycol and catalyst I is then added, heating reaction is cooling, filters, obtains four First carboxylic acid;Wherein the molar ratio of binary acid and dithioglycol is 2:1-4:1.
The preferred embodiment of above-mentioned preparation method is as follows:
The binary acid is maleic acid or/and maleic anhydride.
The catalyst I is one or more of sulfuric acid, phosphoric acid, sodium bisulfate, potassium acid sulfate, resin cation.
The heating reaction specifically: the temperature for heating reaction is 60 DEG C -120 DEG C, reaction time 1h-48h.
The present invention provides a kind of noniron finish liquid, and the finishing fluid includes the quaternary carboxylic acid, catalyst II.
The catalyst II is sodium hypophosphite, potassium phosphite, dibastic sodium phosphate, potassium hydrogen phosphate, sodium dihydrogen phosphate, di(2-ethylhexyl)phosphate One or more of hydrogen potassium, hydrogen phosphite sodium, potassium hydrogen phosphite.
The concentration of quaternary carboxylic acid is 60g/L-140g/L in the finishing fluid, and the concentration of catalyst II is 10g/L-200g/ L。
A kind of application for the quaternary carboxylic acid of noniron finish in textile finishing of the invention, for the whole of wash-and-wear fabrics Reason.
A kind of method for sorting the present invention also provides wash-and-wear fabrics includes:
Quaternary carboxylic acid is soluble in water, catalyst II is added, obtains finishing fluid, then immerses cotton fabric in finishing fluid, Second dipping and rolling, drying, bakes, obtains wash-and-wear fabrics.
The second dipping and rolling keeps fabric with liquid rate 60-85%.
The drying specifically: drying mode is to dry on heat setting machine, and drying temperature is 60 DEG C -120 DEG C, drying time For 1min-10min;It bakes are as follows: baking temperature is 150 DEG C -175 DEG C, and baking the time is 30s-300s.
The equation of quaternary carboxylic acid preparation are as follows:
Beneficial effect
The wash-and-wear fabrics that the present invention obtains have good crease resistant finishing and strength retention, for current polynary carboxylic BTCA is expensive in sour anti-crease finishing and the strength of fabric decline problem has clear improvement, and has wide practical use and market Prospect;
The non-ironing cotton fabric that the present invention obtains, creasy recovery angle (are not arranging cotton not less than 220 ° after standard is washed Fabric is 160 °), tearing brute force retention rate is greater than 50%, whiteness with higher.
Specific embodiment
Present invention will be further explained below with reference to specific examples.It should be understood that these embodiments are merely to illustrate the present invention Rather than it limits the scope of the invention.In addition, it should also be understood that, after reading the content taught by the present invention, those skilled in the art Member can make various changes or modifications the present invention, and such equivalent forms equally fall within the application the appended claims and limited Range.
It arranges obtained fabric and is cut into sample in thermostatic constant wet chamber's (21 ± 1 DEG C of humidity of temperature after a standard is washed It is 65 ± 2%) it balances at least 4 hours and is tested.Indices test is carried out to finish fabric, specific as follows:
The measurement of creasy recovery angle is according to AATCC66-2008 " crease recovery of fabrics: replying horn cupping " standard test wrinkle Recovery angle (WRA).
According to ASTM D1424-1996, " impact pendulnm method measures tearing for fabric for the measurement of fabric tear strength retention Strongly " standard test tearing brute force.Tearing brute force retention rate TSR are as follows:
TSR=T/T0× 100%
In formula: T0For the tearing brute force of non-finish fabric, cN;T is the fabric tear strength after arranging, cN.
The measurement of whiteness is according to AATCC110-2005 " whiteness of textile " standard test.
Standard washing is completed according to according to AATCC Test Method 124-2001.
Embodiment 1
It takes 22.5 grams of maleic acids (0.22mol) to be added in 250ml single-necked flask, the dissolution of 100ml water is added.Again into solution 8.4ml dithioglycol (0.1mol) and the 1ml concentrated sulfuric acid is added.It is then refluxed for reaction 12 hours.It cools down after reaction, it is heavy to be precipitated It forms sediment, suction filtration obtains white solid, 32.6 grams of drying solid is obtained after vacuum drying, yield 100% (is calculated) by the amount of dithioglycol.
Embodiment 2
It takes 24.5 grams of maleic anhydrides (0.25mol) to be added in 250ml single-necked flask, the dissolution of 100ml water is added.Again to solution Middle addition 8.4ml dithioglycol (0.1mol) and the 1ml concentrated sulfuric acid.It is then refluxed for reaction 6 hours.It cools down, is precipitated after reaction Precipitating, suction filtration obtain white solid, 32.6 grams of drying solid are obtained after vacuum drying, yield 100% is (by the meter of dithioglycol It calculates).
Embodiment 3
Quaternary carboxylic acid mass concentration 60g/L, the finishing fluid of sodium hypophosphite 80g/L.Cotton fabric second dipping and rolling, 80 DEG C of drying 3min.160 DEG C bake 180s.WRA=223 ° of creasy recovery angle is measured after once washing, tearing brute force retention rate TSR= 63.1%, whiteness WI=114.
Embodiment 4
Quaternary carboxylic acid mass concentration 100g/L, the finishing fluid of sodium hypophosphite 80g/L.Cotton fabric second dipping and rolling, 80 DEG C of bakings Dry 3min.160 DEG C bake 180s.WRA=250 ° of creasy recovery angle is measured after once washing, tearing brute force retention rate TSR =56.9%, whiteness WI=113.86.
Embodiment 5
Quaternary carboxylic acid mass concentration 100g/L, the finishing fluid of sodium hypophosphite 80g/L.Cotton fabric second dipping and rolling, 80 DEG C of bakings Dry 3min, 160 DEG C bake 90s.WRA=247 ° of creasy recovery angle is measured after once washing, tearing brute force retention rate TSR= 63.8%, whiteness WI=116.95.
Embodiment 6
Quaternary carboxylic acid mass concentration 100g/L, the finishing fluid of sodium hypophosphite 40g/L.Cotton fabric second dipping and rolling, 80 DEG C of bakings Dry 3min.160 DEG C bake 180s.WRA=251 ° of creasy recovery angle is measured after once washing, tearing brute force retention rate TSR =54.9%, whiteness WI=110.26.
Embodiment 7
Quaternary carboxylic acid mass concentration 60g/L, the finishing fluid of sodium hypophosphite 80g/L.Cotton fabric second dipping and rolling, 80 DEG C of drying 3min.180 DEG C bake 180s.WRA=220 ° of creasy recovery angle is measured after once washing, tearing brute force retention rate TSR= 36%, whiteness WI=109.03.
Embodiment 8
Quaternary carboxylic acid mass concentration 110g/L (0.34mol/L), the finishing fluid of sodium hypophosphite 73g/L.Cotton fabric two soaks Two roll, 80 DEG C of drying 3min.160 DEG C bake 90s.WRA=259 ° of creasy recovery angle is measured after once washing, tearing brute force Retention rate TSR=54.6%, whiteness WI=109.05.
Comparative example
Butane tetracarboxylic acid BTCA mass concentration 80g/L (0.34mol/L), the finishing fluid of sodium hypophosphite 73g/L.Cotton fabric Second dipping and rolling, 80 DEG C of drying 3min, 160 DEG C bake 90s.WRA=246 ° of creasy recovery angle is measured after once washing, and is torn Strength retention TSR=49.3%, whiteness WI=108.17.

Claims (10)

1. a kind of quaternary carboxylic acid for noniron finish, it is characterised in that: the structural formula of the quaternary carboxylic acid are as follows:
2. a kind of preparation method for the quaternary carboxylic acid of noniron finish as described in claim 1, comprising:
Binary acid is soluble in water, dithioglycol and catalyst I is then added, heating reaction is cooling, filters, obtains quaternary carboxylic Acid;Wherein the molar ratio of binary acid and dithioglycol is 2:1-4:1.
3. preparation method according to claim 2, it is characterised in that: the binary acid is maleic acid or/and maleic anhydride; Catalyst I is one or more of sulfuric acid, phosphoric acid, sodium bisulfate, potassium acid sulfate, resin cation.
4. preparation method according to claim 2, it is characterised in that: the heating reaction specifically: heat the temperature of reaction Degree is 60 DEG C -120 DEG C, reaction time 1h-48h.
5. a kind of noniron finish liquid, which is characterized in that the finishing fluid includes quaternary carboxylic acid, catalyst II described in claim 1.
6. finishing fluid according to claim 5, which is characterized in that the catalyst II is sodium hypophosphite, potassium phosphite, phosphorus One or more of sour hydrogen sodium, potassium hydrogen phosphate, sodium dihydrogen phosphate, potassium dihydrogen phosphate, hydrogen phosphite sodium, potassium hydrogen phosphite.
7. finishing fluid according to claim 5, which is characterized in that the concentration of quaternary carboxylic acid is 60g/L- in the finishing fluid The concentration of 140g/L, catalyst II are 10g/L-200g/L.
8. a kind of method for sorting of wash-and-wear fabrics, comprising:
Quaternary carboxylic acid described in claim 1 is soluble in water, catalyst II is added, obtains finishing fluid, then immerses cotton fabric In finishing fluid, second dipping and rolling, drying bakes, obtains wash-and-wear fabrics.
9. method according to claim 8, it is characterised in that: the second dipping and rolling keeps fabric with liquid rate 60-85%.
10. method according to claim 8, it is characterised in that: the drying specifically: drying mode is to dry on heat setting machine Dry, drying temperature is 60 DEG C -120 DEG C, drying time 1min-10min;It bakes are as follows: baking temperature is 150 DEG C -175 DEG C, roasting The baking time is 30s-300s.
CN201811147184.9A 2018-09-29 2018-09-29 It is a kind of for the quaternary carboxylic acid of noniron finish and its preparation and application Pending CN109440457A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112431023A (en) * 2020-11-18 2021-03-02 湖南派意特服饰有限公司 Processing technology of crease-resistant non-ironing leisure suit fabric

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1039456A (en) * 1988-06-16 1990-02-07 美国政府(美国商务部代表) With polybasic carboxylic acid COTTON FABRIC is carried out formaldehyde-free durable and press technology and the employed catalyst that scalds arrangement
CN101956322A (en) * 2010-09-17 2011-01-26 四川省纺织科学研究院 Formaldehydeless permanent press finishing agent for fabric and preparation method and application thereof
CN104790213A (en) * 2015-04-16 2015-07-22 东华大学 Formaldehyde-free and no-iron finish working solution for cellulose fiber fabrics and application method of formaldehyde-free and no-iron finish working solution
CN107142721A (en) * 2017-06-09 2017-09-08 东华大学 A kind of formaldehydeless non-ironing cellulose base fiber fabric dressing liquid of high whiteness and its application

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1039456A (en) * 1988-06-16 1990-02-07 美国政府(美国商务部代表) With polybasic carboxylic acid COTTON FABRIC is carried out formaldehyde-free durable and press technology and the employed catalyst that scalds arrangement
CN101956322A (en) * 2010-09-17 2011-01-26 四川省纺织科学研究院 Formaldehydeless permanent press finishing agent for fabric and preparation method and application thereof
CN104790213A (en) * 2015-04-16 2015-07-22 东华大学 Formaldehyde-free and no-iron finish working solution for cellulose fiber fabrics and application method of formaldehyde-free and no-iron finish working solution
CN107142721A (en) * 2017-06-09 2017-09-08 东华大学 A kind of formaldehydeless non-ironing cellulose base fiber fabric dressing liquid of high whiteness and its application

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
李富强: "四元羧酸乙二硫醇二琥珀醚的合成及棉织物的抗皱整理", 《印染》 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112431023A (en) * 2020-11-18 2021-03-02 湖南派意特服饰有限公司 Processing technology of crease-resistant non-ironing leisure suit fabric
CN112431023B (en) * 2020-11-18 2022-06-21 湖南派意特服饰有限公司 Processing technology of crease-resistant non-ironing leisure suit fabric

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