CN1364955A - Method for reducing textile crease and improving textile contact feel - Google Patents

Method for reducing textile crease and improving textile contact feel Download PDF

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Publication number
CN1364955A
CN1364955A CN01143645.XA CN01143645A CN1364955A CN 1364955 A CN1364955 A CN 1364955A CN 01143645 A CN01143645 A CN 01143645A CN 1364955 A CN1364955 A CN 1364955A
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urea
hydroxy
hydroxy compounds
methyl
ethoxy
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K·A·罗德里古斯
S·H·古德森
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National Starch and Chemical Investment Holding Corp
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National Starch and Chemical Investment Holding Corp
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Priority claimed from US09/708,133 external-priority patent/US6500212B1/en
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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
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides
    • C11D3/323—Amides; Substituted amides urea or derivatives thereof
    • 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
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/419—Amides having nitrogen atoms of amide groups substituted by hydroxyalkyl or by etherified or esterified hydroxyalkyl groups
    • 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
    • D06M2200/20—Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease
    • 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)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)

Abstract

The present invention is directed to a method for treating a material to impart wrinkle reduction and temporary crease resistance thereto, and improve feel. The method involves: applying to said material a solution of a treatment composition in an amount effective to impart temporary crease and stain resistance, said treatment composition contains a hydroxy urea or hydroxy amide compound; and allowing said treatment composition to dry at ambient temperature, wherein said hydroxy urea compound comprises one urea and at least one hydroxyl group and said hydroxy amide compound comprises at least one amide group and at least one hydroxyl group. The material treatment is useful in reducing wrinkles in clothing, improving the feel of fabrics, and increasing the moisture adsorbence and retention in natural and synthetic fabrics.

Description

A kind of method that reduces the fabric fold and improve the fabric sense of touch
Technical field
The present invention relates to a kind of treatment compositions and be used to make material to reduce fold, possess of short duration crease-resistant ability and improve fabric feeling (sense of touch), and the purposes that increases the wettability power of fabric, said composition comprises a kind of hydroxycarbamide or hydroxyamide compounds.More particularly, method of the present invention comprises that agent is coated on the material with solution, pure product or as mist with hydroxy compounds, and makes dry at ambient temperature and the thermal source heating that need not be extraneous of this material.Treatment compositions of the present invention can also be used in cloth-washing detergent or the fabric softener.
Background of invention
Clothing, fabric and other material, the same material of comparing fold when not having fold has better gloss.Thereby the method for the fold of many minimizing clothings and other material and crease-resistant material have been developed.Having wrinkle resistance and the dimensional stability that the resin of thermosetting performance or reactant can be used for improving textiles has been that this area is in common knowledge.The material that these are known as " amino resin " contains formaldehyde and such as the product of the compound of urea, thiocarbamide, ethylene urea, dihydroxy ethylene base urea, melamine etc.An important disadvantages using these materials is that they contain free formaldehyde, and it all can occur in the processing procedure of the preparation of this finishing agent and storage and fabric, and resides in the fabric handled and on the clothes of arrangement.And when the fabric of being made by it or clothes are kept at wet condition following time, extra free formaldehyde also can generate.
Even being no more than 1% free formaldehyde of product gross weight exists, also be undesirable, be not only because the formaldehyde offensive odour, especially because it can bring excitant and anaphylaxis, give to produce the operating personnel and the processing of this reagent and transport this processings that afterwards the personnel of fabric and the people who uses and wear the ready-made clothes of being made by processed fabric cause serious reaction.
The known solution that contains just like the lubricant of silicone compounds can reduce interfibrous friction, makes easier mutual slip between the fiber, thereby reduces the generation of fold.Such compound is open in this area such as US5968404 and WO11/24857.
Disclose a kind of composition that contains multifunctional molecule among the US5879749, this molecule has at least two functional groups, is selected from carboxyl, acid anhydrides and amine, and it adopts (hydroxyalkyl) urea crosslinking agent crosslinked.US5965466 discloses the purposes that hydroxyalkylurea and/or i-hydroxyalkylamides are used to contain the permanent pressurized performance of textiles of cellulose fibre.US4076917 discloses beta-hydroxyalkylamides is used to contain one or more carboxyls or anhydride functional group as curing agent polymer.These documents all have heating steps for implementing cross-linking reaction after using the compositions-treated fabric.
It is equally open to handle textiles with the resin combination that does not contain or do not produce formaldehyde, as disclosing the finishing agent that obtains by alkyl or aryl urea or thiocarbamide and glyoxal reaction among the US3260565.The crosslinking agent of alkylation glyoxal/ring-type urea condensation compound as textiles disclosed among the US4332586 and 4300898.US4295846 discloses the textile finish that obtains by urea in the aqueous solution or symmetrical 2-substituted carbamide and glyoxal reaction.Yet these preparations all have a common shortcoming, and they all have lower pressurised cartridge performance.The finishing agent that useful vinyl urea and glyoxal reaction obtain in the open 53044-567 of Japan Patent, but they do not possess satisfactory performance yet.
Disclose a kind of textiles anti-wrinkle composition in the common unsettled U.S. Patent application 09/456358, said composition includes polyhydroxy alkyl urea anti wrinkling agent, and it has two urea groups at least.
Thereby needing a kind of material processed composition, said composition is coated on and can effectively reduces fold on the material and make material have temporary transient permanent pressurized performance, and need be with outside thermal source heating after coating.Desirable treatment compositions can not discharge formaldehyde.Surprisingly, found a kind of hydroxycarbamide or hydroxyamide compounds, when its by as mode such as spraying when being coated on fabric, can under the situation that does not need external heat source, reduce fold.This method can make the consumer need suitable cost to give material with good wrinkle resistance at home at an easy rate and only, even can make the friperie smoothing wrinkle.And, need crease-resistant processing can not make changing color of textile.In addition, different with the polysiloxanes that is difficult to clean of absorption oil-dirt, the negative effect decontamination is not answered in this processing.At last, need a kind of material that does not leave glossy outward appearance to fabric.Method of the present invention can satisfy above-mentioned needs.
Summary of the invention
The present invention relates to a kind of method of handling material, this method is included in and applies the treatment compositions that the temporary transient anti-wrinkle effect of can providing of effective dose is provided on the material.This treatment compositions contains monohydroxy compound, and it can be hydroxycarbamide or hydroxy amide.This material processed composition can be used for clothing, fabric and textiles, and does not need outside thermal source, and reduces the fold generation and provide material temporary transient anti-wrinkle effect.In addition, on clothing or flatiron, there is not the deposition of composition, without any tangible residual cast, even if on the fabric of dark color yet.This treatment compositions can also be mixed with laundry detergent or fabric softener so that be administered on the material in washing or rinse cycle.The material of handling has soft sense of touch, and has the hygroscopicity of enhancing.And fabric can not fade, and material can not resemble yet can be infected with oil stain the normally used polysiloxanes.
Description of drawings
Fig. 1 is a fabric sense of touch assessment result.
Detailed Description Of The Invention
The present invention relates to a kind of method, the method is given material to reduce fold, permanent Compressive Performance is provided, and improves sense of touch, strengthens moisture pick-up properties. In this article, " crease-resistant " is equal to the meanings such as anti-fold, pressurised cartridge, dimensional stability, anti-contraction and recovering of folds. This method is included on the material treatment compositions of coating hydroxy compounds, and at ambient temperature dry and thermal source heating that need not be outside, thereby gives material with wrinkle resistance. This treatment compositions is substantially free of formaldehyde, can use with its solution or pure material form.
The material of handling with method of the present invention comprises natural or artificial synthetic material.Material can be leather or fibrous material.Fibrous material can be natural, manually synthetic, or their mixture.Such material comprises but is not defined as: fabric, textiles, bondedfibre fabric and the finished product made from them.Material is preferably cellulosic fabric or textiles, can weave or nonwoven in form, comprises 100% cellulosic fabric, as cotton, artificial fibre and flax, and blending product such as polyester/cotton flower or polyester/artificial fibre.Fibrous material can the cellulosic natural or artificial fibre of right and wrong, as nylon, silk and polyester.(printing and dyeing, dyeing, yarn-dyed, cross dyeing etc.) material of white or dyeing can be effectively by with material processed compositions-treated of the present invention.These materials can comprise new or comprise and passing and/or washed old clothes.
Hydroxy compounds is hydroxycarbamide or hydroxy amide.The used hydroxycarbamide of the present invention is a kind of compound that contains urea functional group and at least a hydroxy functional group.Here said urea is meant the functional group of N-CO-N, and wherein two keys in addition on each N atom connect other group, as explanation of the present invention with for example.Urea and hydroxy functional group can be separated each other by a carbon atom at compound, and preferably they are separated by at least two carbon atoms.Hydroxy amide among the present invention is to contain at least one amidine functional group and at least one hydroxy functional group person.Preferred hydroxy compounds is a Diazolidinyl Urea not.The preferred compound of the present invention is a hydroxyalkylurea, or the i-hydroxyalkylamides, or their mixture.
Preferred hydroxycarbamide compound derives from urea, comprises single urea groups, at least one oh group, and at least two carbon atom arrangement are between urea groups and each oh group.Two carbon atoms between urea groups and oh group can be straight chain, side chain or replace structure.The hydroxycarbamide compound is shown in following structural formula (I):
Figure A0114364500071
R wherein 1Be R 2Be H or R 5, R 3Be H or R 5, R 4Be H, R 1Or R 5, R wherein 5Be H, CH 2OH,
Figure A0114364500082
Or C 1-C 4Alkyl R 6Be H, CH 2OH, Or C 1-C 4Alkyl, and R 7Be H, CH 2OH,
Figure A0114364500084
Or C 1-C 4Alkyl wherein, R 8Be H, methyl or ethyl, R 9Be H, methyl or ethyl, and R 10Be H, methyl or ethyl.
Preferred hydroxycarbamide compound is N-2-ethoxy urea, N, two (2-ethoxy) urea, four (2-ethoxy) urea, three (2-ethoxy) ureas of N-, N, N '-two (2-ethoxy) urea, N, N '-two (3-hydroxypropyl) urea, N, N '-two (4-hydroxyl butyl) urea, N-methyl D-glucose urea and 2-urea-2-ethyl-1, ammediol.Most preferred hydroxycarbamide compound is N, N '-two (2-ethoxy) urea.The hydroxycarbamide combination of compounds also can be used for method of the present invention.
The hydroxycarbamide compound is the product after ammonia is emitted in urea and alkanolamine reaction.Preferred alkanolamine comprises, but is not defined as: diethanol amine, monoethanolamine, 2-amino-2-methyl-1, ammediol, two (methylol) amino-methane, 2-methyl 3-amino-1-propyl alcohol and 2-methylamino ethanol.The method for preparing the hydroxycarbamide compound has a detailed description in U.S. Patent Application Serial 08/783350, and the document is incorporated herein for referencial use.
Preferred hydroxyamide compounds is the beta-hydroxyalkylamides compound, shown in following structural formula (II):
Figure A0114364500091
In structure (II), A is the group of a chemical bond, hydrogen, unit price or multivalence, it is derived from the organic group of saturated or undersaturated alkyl, wherein alkyl contains 1-60 carbon atom, as methyl, ethyl, propyl group, butyl, amyl group, hexyl, heptyl, octyl group, nonyl, decyl, eicosyl, melissyl, tetracontyl, pentacontyl, hexacontyl etc.; Aryl, for example monokaryon and dinuclear aryl such as phenyl, naphthyl etc.; Three low-grade alkylidenes are amino as trimethylene amino, triethylene amino etc.; Or unsaturated group, comprise one or more ethylene linkage groups such as vinyl, 1-methyl ethylene, 3-butene-1,3-two bases, 2-propenyl-1,2-two bases, carboxyl low-grade alkenyl such as 3-carboxyl-2-propenyl etc., lower alkoxycarbonyl low-grade alkenyl such as 3-carbethoxyl group-2-propenyl etc.; R 11Be hydroxyl low-grade alkyl such as ethoxy, 3-hydroxypropyl, 2-hydroxypropyl, 4-hydroxyl butyl, 3-hydroxyl butyl, 2-hydroxy-2-methyl propyl group, 5-hydroxyl amyl group, 4-hydroxyl amyl group, 3-hydroxyl amyl group, 2-hydroxyl amyl group and the corresponding isomers of amyl group of the low alkyl group of hydrogen, a 1-5 carbon atom such as methyl, ethyl, n-pro-pyl, normal-butyl, sec-butyl, the tert-butyl group, amyl group etc. or 1-5 carbon atom; R 12And R 13Be identical or different group, be selected from the low alkyl group of 1-5 carbon atom of hydrogen, straight or branched, or R 12And R 13One of can be connected to form as cyclopentyl, cyclohexyl etc. with carbon atom; N is 1 or 2 integer, and n ' is the integer of 0-2 or when n ' is 0.
A preferred beta-hydroxyalkylamides compound is shown in following structural formula (III):
Figure A0114364500092
In structure (III), R 11Be hydrogen, low alkyl group or HO (R 13) 2C (R 12) 2C..., n and n ' respectively do for oneself 1, and-A-is-(CH 2) [m]-, m is 0-8, is preferably 2-8, each R 12Be hydrogen, a R 13Group is a hydrogen, and another is hydrogen or C 1-C 5Alkyl; R 11, R 13Has given definition with m.Most preferred beta-hydroxyalkylamides compound is as shown in the formula shown in the structural formula (IV):
Figure A0114364500101
In structure (IV), R 13Be H or CH 3
Concrete beta-hydroxyalkylamides examples for compounds is two [N, N-two (beta-hydroxyethyl)] adipamide, two [N, N-two (β-hydroxypropyl)] succinamide, two [N, N-two (beta-hydroxyethyl)] nonanedioyl amine, two [N, N-two (β-hydroxypropyl)] adipamide and two [N-methyl-N-(beta-hydroxyethyl)] oxamides.
The beta-hydroxyalkylamides compound all is that compound known maybe can be by making with amine processing ester to about 200 ℃ temperature in about room temperature.Suitable ester carries out esterification by conventional esterification approach to corresponding acid and makes.The acid that preferably is used to prepare the beta-hydroxyalkylamides crosslinking agent has oxalic acid, malonic acid, butanedioic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, decanedioic acid, 1,4-cyclohexane diacid etc., and alkyl derivative.Dimeric dibasic acid and trimer acid also can use.The suitable amine that is used to prepare the beta-hydroxyalkylamides compound has the 2-ethylaminoethanol, the 2-methylaminoethanol, the 2-ethylaminoethanol, 2-n-propylamine base ethanol, 2,2 '-imino-diacetic ethanol, the 2-aminopropanol, 2,2 '-the imino-diacetic isopropyl alcohol, the 2-aminocyclohexanol, 2-amino cyclopentyl alcohol, 2-amino methyl-2-methyl ethanol, 2-n-butyl amine base ethanol, 2-methylamino-1, the 2-dimethyl ethanol, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1, ammediol, 2-amino-2-ethyl-1, ammediol and 2-amino-2-methylol-1, ammediol.The preparation of beta-hydroxyalkylamides compound is described in detail in list of references US4076917, and it is incorporated herein for reference.
Can use with the pure substance or the form of solution in the treatment compositions of the present invention.It can be allocated in cloth-washing detergent or the fabric softener composition with liquid or powder type.Solution can form in the solution or the solvent of formation suspension with hydroxy compounds any.Suitable solvent comprises, but is not defined as: water, acetone and alcohols such as methyl alcohol, ethanol, propyl alcohol and butanols, and their mixture.Preferred solvent is a water.The preferred pH value of aqueous solution that contains hydroxy compounds is about 12 for about 1-, and more preferably about 2-is about 10, most preferably is 4-7.The most preferred pH value that contains the aqueous solution of hydroxy compounds also can be about 3-about 8.Should be understood to the pH value that reaches suitable, the mode of any adjustment pH value of water solution may be used in the method for the present invention.Outside the hydroxyl-removal compound, treatment compositions can also comprise one or more compounds, is selected from surfactant, buffer, dyestuff, electrolyte, auxiliary agent, modification or unmodified cellulose compound, modification or unmodified starch, cationic polymer, non-ionic polymers or amphoteric ion polymer, enzyme, cyclodextrin, polysiloxanes and flavouring agent.The composition that comprises the monohydroxy ureine also can combine with anionic polymer.
The whole bag of tricks with this treatment compositions coating material all is suitable for.The example of some application processes comprises, but is not defined as: spraying or spray application, in laundry or rinse cycle, use, from contain handles compound material layer coating as in drier, carrying out, be immersed in the solution that contains this treatment compositions.
Preferably using the method for treatment compositions on material is spraying or spraying, by other known method in pump, aerosol or this area.The method that a kind of individual uses is by spraying or spray bottle.Treatment compositions of the present invention is coated on the clothing that wore He do not wear.Spray method can use on the industrial or consumer's of design the equipment for this reason, for example family expenses service (valet) machine or the machine that carries out the clothes cleaning.
Material can flood with the aqueous solution that contains treatment compositions of the present invention.Here, " dipping " is meant that solution is penetrated in the fibre substrate of material, the distribution of solution preferably enter in basic mode uniformly and the slit of penetrable material in.Therefore the solution preferred development, surround and/or be impregnated in the fiber, permeate whole material thickness basically, rather than only on material, form face coat.
This treatment compositions can the part as permanent pressurized arranging process be used in the textile production process.If textiles is unprocessed in the textile production operation, then can in the clothes washing process, use treatment compositions, more preferably in home laundry or self-service laundry, be added in the washings in the water rinse process.
This treatment compositions can be transferred on this material by material is contacted with another material that has flooded this treatment compositions.An example is that the sheet that comprises treatment compositions of the present invention is put into drier or turning device, and treatment compositions moves on the clothing by contacting in drier.Therefore because method of the present invention does not need heating, this method can be used for need not heating or the device of lower temperature heating.This application by the immersion sheet also can comprise the purposes of this sheet in family expenses dry-cleaning is used.
In addition, this treatment compositions also can be used by textiles is immersed in the solution that contains this treatment compositions.
Dry at ambient temperature with the material that treatment compositions of the present invention is handled, need not outside thermal source.The use of external heat source can be accelerated dry speed, but is not that method of the present invention is necessary.Thermal source comprises, but is not defined as the temperature in the dryer.
The consumption of hydroxy compounds should be enough to make hydroxy compounds in the material to account for about 0.00001-about 10% of oven dry back material weight.The amount of preferred hydroxy compounds should be enough to make in the material hydroxy compounds, and to be that about 0.1-is counted on the basis about 5% to dry the back material weight, more preferably about 0.5-about 2%.
Typical method is that the material solution that will dilute is sprayed on the fabric.Spray solution can contain the hydroxycarbamide compound of 0.001-20% weight, is preferably 0.1-10%, most preferably is 0.5-5%.
Treatment compositions of the present invention can be mixed with the part of laundry detergent compositions or fabric softener.This treatment compositions can be mixed with liquid and powder or tablet washing agent.The amount that hydroxy compounds exists in washing agent or fabric softener is 0.0001-20%, is preferably 0.1-10%, most preferably is 0.5-5%.Treatment compositions of the present invention makes washing agent or fabric softener is to adopt conventional method well known in the art.Treatment compositions is applied on the material carries out in common washing and/or rinse cycle.The laundry detergent composition that contains hydroxy compounds of the present invention also comprises typical laundry detergent component and comprises, but be not defined as surfactant, auxiliary agent, auxiliary addition agent, dispersant, enzyme, filler and dyestuff.Similarly, contain hydroxy compounds fabric softener composition of the present invention and also can comprise other typical fabric softener component.Except reducing fold and improving sense of touch, hydroxy compounds of the present invention also can be made the cosolvent of tablet or pouch washing agent, helps hard component to be dissolved into detergent powder fast.
Hydroxy compounds of the present invention can be encapsulated in some materials, in starch, modified starch, cellulose or modified cellulose, is used to be discharged into material surface to be processed.
Method of the present invention provides wrinkle properties for the material of wherethrough reason.And, the textiles of handling even after washing, still have soft sense of touch and keep its slickness.
Following non-limiting examples will further specify various aspects of the present invention.
Embodiment 1
106.2g adding, diethanol amine and 61.24g urea be equipped with in the 250ml flask of condenser, thermometer, agitator and nitrogen purging probe.Mixture is heated to 115 ℃, heats 5 hours.Nitrogen purging is used for removing the ammonia of generation.Course of reaction is monitored with the remaining diethanol amine of 0.1N salt acidometric titration.The liquid that obtains clarifying comprises N, the two 2-ethoxys of N-) urea.
Following amine and the urea of embodiment 2-7 reacts according to the process among the embodiment 1.
Weight urea embodiment amine gram gram 2 monoethanolamines 61 603 3-amino-1-propyl alcohol 150 604 2-amino-2-ethyl-1, ammediol 119 30
(AEPD)
Monoethanolamine 122 606 diethanol amine 210 607 4-amino butanols 12 4
Embodiment 8
212.4g diethanol amine in 212.4g water is neutralized to pH value to 4 with the 101.85g concentrated sulfuric acid.Add the solution of 168.99g potassium cyanate in 260g water immediately, mixture is heated to 90 ℃, heats 3 hours.After being cooled to environment temperature, potassium sulfate is precipitated out, and filters.Filter cake washs with the 425g hot ethanol.The ethanol that reclaims joins and makes filtrate produce muddiness in the filtrate.White depositions is removed after filtration, boils off ethanol then, obtains the N of thickness, two (2-ethoxy) the urea liquid solutions of N-.Product can come neutralizing amine with other acid, obtains as sulfuric acid.Other cyanate also can use, as Zassol.
Embodiment 9
According to the step of embodiment 8, with 195.22gN-methyl D-aminoglucose in the 200g water, with the 98.08g sulfuric acid reaction.After adjusting pH value to 4, the 81.11g potassium cyanate is joined in the flask that 100g water is housed.Mixture heated to 70 ℃ following reaction 2 hours.After being cooled to 0 ℃, remove by filter accessory substance sulfate precipitate potassium.Filtrate is handled with the methyl alcohol of 250ml heat, refilters and removes residual salt accessory substance.Methyl alcohol is removed in vacuum distillation, obtains containing the solution of N-methyl D-glucose urea.
Embodiment 10
According to the step of embodiment 1, the mode that reaction also can water refluxes is removed the ammonia of generation and is carried out effectively.105g diethanol amine, 25g water and 60g urea are added in the flask that 250ml is equipped with heating mantles, agitator and thermometer, and 115 ℃ of reactions 8 hours down.
Embodiment 11
210g diethanol amine and 90g dimethyl carbonate join in the flask that heating jacket, agitator and condenser are housed.Flask contents is heated to 80 ℃ and stirred 3 hours.Volatile accessory substance such as methyl alcohol are removed by vacuum distillation.Obtain containing the mixture of four (2-ethoxy) urea.
Embodiment 12
The solution of n-butyl isocyanate in the 40ml oxolane that adds 99g in the solution of 1 hour 106g diethanol amine in 700ml methyl alcohol keeps temperature to be lower than 30 ℃.After the adding, mixture stirred 1 hour again, and vacuum distillation boils off solvent then, obtains white solid, N '-butyl-N, two (2-ethoxy) ureas of N-.
Following amine of embodiment 13-14 and isocyanates react according to the step of embodiment 12.Embodiment amine weight isocyanates weight
(g) (g) 13 monoethanolamines, 61 N-butyl isocyanates, 9914 N-methyl D-glucamides, 196 N-butyl isocyanates 99
Embodiment 15
Be equipped with and add 145.1g40% glyoxal and 90g urea in the 500ml flask of agitator and condenser.Temperature be controlled at 30 ℃ following 6 hours.Obtain containing 4, the solution of 5-dihydroxy imidazolone.
Embodiment 16
6 " * 11 " the cotton sample product go up to spray the solution of the compound of embodiment, thereby make 7 * 10-4 mole material transfer to fabric.Sample drying spends the night, and the recovery of its fold is to measure with AATCC (U.S. textile chemistry and dyeing association) test method 128-1980.The criterion evaluation method that is different from the 6th part is used the dual contrast method of fold sample here.The sample that fold is few is designated as 2, and what fold was more is designated as 1.If the outward appearance of fabric is as broad as long, each sample is designated as 1.5.The total points of each sample is added up and is called " ranking score ".By this method, the then evaluated personnel of the sample that ranking score is high think that fold is few.
Table 1
Ranking score embodiment (higher=fold is few) 1 262 21 water 15
Embodiment 17
5 " * 5 " spray the aqueous solution of embodiment material on the sample of size, the concentration that obtains on sample sees Table 2.The humidity level that the damping sample makes it to keep constant in drier is to reach balance.The humidity level controls by saturated brine solution.After the damping, at room temperature the clothing sample is put into the TGA instrument, 25 ℃ of following balance half a minute, be heated to 100 ℃ and kept 10 minutes then at 105 ℃.Carrying out TGA under highly purified nitrogen measures.The apparatus measures sample is with respect to the percent weight loss of starting weight.Experimental error about 0.5.Weightlessness is that dehydration causes rather than because the decomposition of derivative.Total dehydration is actually the water that sample absorbs when relative humidity 100%.The gross weight of every kind of material suction sees Table 2.The sample of crossing with the hydroxycarbamide material processed absorbs more water than untreated sample.Table 2: hydroxycarbamide is to the influence of moisture absorption
Material molal quantity/gram sample relative humidity 100%
Following absorption of water material (mol/g) (increase of % quality) 1 5.11 * 10 -340.82 5.02 * 10 -342.99 5.38 * 10 -354.213 5.54 * 10 -333.914 5.15 * 10 -337.412 4.98 * 10 -331.7 water 0 14.4
Embodiment 18: the fabric sense of touch
For carrying out the test of fabric sense of touch, 3% of each product solution: embodiment 1 below the preparation (N, two (2-ethoxy) ureas of N-), embodiment 2 (N-2-ethoxy urea) and embodiment 9 (N-methyl D-glucose urea).These solution be sprayed at respectively 10 inches square sample cottons, 50/50 cotton polyester blended thing, and polyester on, each sprayed for 10 seconds.Press dry-eye disease then.The blank sample of identical fabric spends deionized water spray and presses driedly, by the appraiser each sample and blank sample is compared then, and the sense of touch of assessment fabric is better, time or be equal to blank sample.
The record result be to the sample that is better than blank group from a point, the sample of the blank group of second son deducts a point, the point that the sample sense of touch is equal to blank group gives zero point.Always counting of each sample added together, obtain chart as shown in Figure 1.
In Fig. 1, when being used for the cotton sample product, the product of embodiment 1 and embodiment 2 obtains maximum counting (each 4 ticket).Embodiment 1 also obtains 3 points at poly-cotton (Polycotton), obtains 2 points when polyester.Embodiment 2 all obtains 2 points when poly-cotton and polyester.Embodiment 9 only obtains two tickets when polyester, obtain 1 point during the cotton product, poly-cotton 0 point that obtains.
In order to determine the best sample of combination property, the counting of single product of using on each fabric added up.Embodiment 1 obtains 9 points altogether, and combination property is best, embodiment 2 with 8 following closely, embodiment 9 has 3 points.Maximum effectively counting is 11.
According to appraisal procedure, water droplet number on each sample and infiltration rate are through range estimation.The water infiltration rate that appears to various sample there is no tangible difference, has only the rate of drying that uses embodiment 2, embodiment 9 and embodiment 1 to press dried polyester sample faster than blank.
The preparation of embodiment 19 granulated detergent subject composition
Typical high-efficient granule composition of detergent all can be made into and contains one or more hydroxy compounds of the present invention.These granular detergent compositions all have following basic composition:
Table 3
Composition weight %
C 12Linear alkylbenzene sulfonate (LAS) 9.31
C 14-15Alkyl ether (0.35EO) sulfate 12.74
Zeolite builder 27.79
Sodium carbonate 27.31
PEG4000??????????????????????????????????????????1.60
Dispersant 2.26
C 12-13Alcohol ethoxylate (9EO) 1.5
Sodium perborate 1.03
Soil release polymer 0.41
Enzyme 0.59
Hydroxy compounds 3.0
Spices, brightening agent, defoamer, other accessory constituent, moisture, sulfate surplus
?????????????????????????????????????????????????100％
Embodiment 20
The preparation of liquid detergent subject composition
Typical efficient liquid composition of detergent can be made into and contains one or more hydroxy compounds of the present invention.These liquid detergent compositions all have following basic composition: table 4
Composition weight %
C12-15 alkyl ether (2.5) sulfate 38
C12 glucamide 6.86
Citric acid 4.75
C12-14 aliphatic acid 2.00
Enzyme 1.02
MEA???????????????????????????????????????????????????1.0
Propylene glycol 0.36
Borax 6.58
Dispersant 1.48
Toluenesulfonic acid sodium salt 6.25
Hydroxy compounds 1.0
Dyestuff, spices, brightening agent, preservative agent, defoamer, other accessory constituent, water surplus
?????????????????????????????????????????????????????100％
Embodiment 21
The preparation of granulated detergent subject composition
The exemplary particles composition of detergent all can be made into and contains one or more hydroxy compounds of the present invention.These granular detergent compositions all have following basic composition: table 5
Embodiment Comparative Examples
Component Weight % Weight %
The C12 sodium n-alkylbenzenesulfonate ????9.40 ????9.40
C 14-15Sodium alkyl sulfonate ????11.26 ????11.26
Zeolite builder ????27.79 ????27.29
Sodium carbonate ????27.31 ????27.31
PEG4000 ????1.60 ????1.60
Dispersant, Sodium Polyacrylate ????2.26 ????2.26
C 12-13Alkyl ethoxylate (E9) ????1.5 ????1.5
Sodium perborate ????1.03 ????1.03
Hydroxy compounds ????2.0 ????0
Other helper component Surplus Surplus
????100％ ????100％
Embodiment 22
Typical dilution fabric sofetening preparation is as follows: the dilution softener (single-activity composition) that table 6 is traditional a
Prescription A
Composition ????????????(％)
VARISOFT TA100 (75% activity) hydroxy compounds spices colouring agent water 6-9 0.1-3.0 0.2-0.5 0.001 surplus
Prescription B
Quaternized dialkylimidazolium quinoline (75% activity) hydroxy compounds spices colouring agent preservative agent ?????????????6-9 ?????????0.1-3.0 ?????????0.2-0.5 ???????????0.001 ???????????????+
Embodiment 23
Three times in the embodiment table 7 of the fabric softener composition that concentrates is concentrated promptly uses rinse conditioner (mixed active composition)
Prescription C
Component ????????????(％)
VARISOFT TA100 75% hydroxy compounds lanolin ethoxylated fatty acid CaCl 2Water, spices, pigment 14 324 0.05 surpluses
Prescription D
VARISOFT TA100 amidoamines imidazoline hydroxy compounds electrolyte water, spices, pigment 5-10 5-10 3.75-5.25 0.1-2.0 0.05-4 surplus
Embodiment 24
The embodiment of the biodegradable concentrate formulation of fabric softener composition embodiment table 8 that concentrates
Prescription E (37.5% active component)
Component ????(％)
Amidoamines two ester quat hydroxy compounds HCl CaCl 2Emulsifying agent spices colouring agent water 23.45 14.05 1.25 1.10 0.55 0.5 2 0.03 surpluses
Prescription F
????A ????B
The ester isopropyl alcohol polysiloxanes hydroxy compounds polyethylene glycol pigment of ester quat imidazoline-replacement, spices, CaCl 2, natrium citricum, water 5 17-0.5 0.25 1.2 surpluses 2 30 1.5-0.75-surplus
Embodiment 25
The embodiment table 9 of dyeing thin slice composition
The material of prescription G is covered in nonwoven fabric or fabric face.The material of prescription H is the final example of using.
Prescription G
Component ????(％)
The hard tallow acid Stearyl Amine of ditallow Dimethyl Ammonium Methylsulfate dehydration of salt sorbitol ester bentonite cyclodextrin starch hydroxy compounds spices ?????70 ????20-30 ????0.1-10 ????22.7 ??25-35.9 ????29.1 ????4.7 ????4.3 ??0.1-10 ?????3
Prescription H
The Bounce board drier sheet hydroxycarbamide compound result (1-3 is minimized to maximum folds) who is purchased ??3 ????2.5 ????1.3 ?????1 ????2.5 ????0.38 ?????2

Claims (8)

1. handle material so that it reduces fold for one kind, the method that has temporary transient wrinkle resistance and have the sense of touch of improvement comprises:
A) material that can make of coating effective dose has the treatment compositions of of short duration crease-resistant and pollution resistance on described material, and described treatment compositions comprises a kind of hydroxy compounds, and
B) make described treatment compositions dry at ambient temperature and need not to apply outside thermal source,
Wherein said hydroxy compounds comprises:
1) comprises the hydroxycarbamide of urea part and at least one hydroxylic moiety; Or
2) comprise the hydroxy amide of at least one amide moieties and at least one hydroxylic moiety.
2. according to the process of claim 1 wherein that described hydroxy compounds comprises (hydroxyalkyl) urea, β hydroxyalkylamides, or their combination.
3. according to the method for claim 2, wherein
A) described (hydroxyalkyl) urea has following structure
R wherein 1Be
R 2Be H or R 5, R 3Be H or R 5, R 4Be H, R 1Or R 5, wherein
R 5Be H, CH 2OH,
Figure A0114364500023
Or C 1-C 4Alkyl
R 6Be H, CH 2OH, Or C 1-C 4Alkyl, and
R 7Be H, CH 2OH,
Figure A0114364500032
Or C 1-C 4Alkyl
Wherein, R 8Be H, methyl or ethyl, R 9Be H, methyl or ethyl, R 10Be H, methyl or ethyl; And
B) described β hydroxyalkylamides has following structure
Figure A0114364500033
Wherein, A is the alkyl derived from the saturated or undersaturated 1-60 of containing carbon atom of a chemical bond, hydrogen, unit price or multivalence, aryl, the organic group of three low-grade alkylidene amino or ethylene linkage unsaturated group; R 11Be selected from lower paraffin hydrocarbon, a 1-5 carbon atom hydroxyalkyl of hydrogen, a 1-5 carbon atom; R 12And R 13Independently be selected from the lower paraffin hydrocarbon that contains 1-5 carbon atom of hydrogen, straight or branched, and R 12And R 13One of carbon atom of linking to each other with their formation cycloalkyl that connects together; N is 1 or 2 integer, and n ' is the integer of 0-2, and when n ' was 0, n was 2.
4. according to the process of claim 1 wherein that described material is selected from cotton, artificial fibre, flax, leather, silk, polyester/cotton, polyester/artificial fibre and combination thereof.
5. according to the method for claim 2, wherein said hydroxy compounds is selected from two (2-ethoxy) urea, four (2-ethoxy) urea, three (2-ethoxy) ureas of N-N-, N, N '-two (2-ethoxy) urea, N, N '-two (3-hydroxypropyl) urea, N, N '-two (4-hydroxyl butyl) urea, 2-urea-2-ethyl-1, ammediol, N-ethoxy urea, N-methyl D-glucose urea and combination thereof.
6. according to the method for claim 2, wherein said β hydroxy alkyl amine is selected from two (N, N-two (beta-hydroxyethyl)) adipamide, two (N, N-two (β-hydroxypropyl)) succinamide, N-2-ethoxy urea, two (N, N-two (beta-hydroxyethyl)) nonanedioyl amine, two (N, N-two (β-hydroxypropyl)) adipamide and two (N-methyl-N-(beta-hydroxyethyl)) oxamides.
7. be that about 10% weight of about 0.00001-is counted on the basis according to the process of claim 1 wherein that the consumption of hydroxy compounds is enough to make the hydroxy compounds in the material to dry the back material weight.
8. method that increases material sense of touch and moisture absorption and preserve moisture comprises:
B) treatment compositions that can give temporary transient crease-resistant and pollution resistance of coating effective dose on described material, described fabric treatment composition comprises a kind of hydroxy compounds; With
C) make described treatment compositions dry at ambient temperature,
Wherein said hydroxycarbamide compound comprises:
1) comprises the hydroxycarbamide of urea part and at least one hydroxylic moiety; Or
2) comprise the hydroxy amide of at least one amide moieties and at least one hydroxylic moiety.
CN01143645.XA 2000-11-08 2001-11-08 Method for reducing textile crease and improving textile contact feel Pending CN1364955A (en)

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CN106831493A (en) * 2017-02-08 2017-06-13 湖南国发精细化工科技有限公司 The synthetic method of tetrabutyl urea

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