EP0033115A2 - Procédé pour le finissage de matériaux textiles - Google Patents
Procédé pour le finissage de matériaux textiles Download PDFInfo
- Publication number
- EP0033115A2 EP0033115A2 EP81100364A EP81100364A EP0033115A2 EP 0033115 A2 EP0033115 A2 EP 0033115A2 EP 81100364 A EP81100364 A EP 81100364A EP 81100364 A EP81100364 A EP 81100364A EP 0033115 A2 EP0033115 A2 EP 0033115A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- finishing
- formula iii
- acidic
- cellulose
- goods
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- 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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
Definitions
- the invention relates to a process for finishing textile goods made from natural or regenerated cellulose, which has been pretreated with liquid ammonia, using N-monomethylol or N-monoalkoxymethyl compounds of 4-hydroxy or 4-alkoxy-5.5- dimethyl propylene ureas as finishing agents.
- “equipping” is meant the shrink and wrinkle-resistant equipment - also called “easy-care equipment”. This is done with aminoplast formers, that is to say substances which contain methylolated amide groups on the nitrogen, in particular methylolated urea and its derivatives, methylolated melamine and methylolated carbamate.
- aminoplast formers that is to say substances which contain methylolated amide groups on the nitrogen, in particular methylolated urea and its derivatives, methylolated melamine and methylolated carbamate.
- fixing the N-methylol groups react under the influence of heat and catalysts with the hydroxyl groups of the cellulose with acetal formation and crosslinking. It is usually difficult to avoid that the mechanical strength of the cellulose drops significantly. For example, tensile strength losses of the order of 30 to 40% and more are the order of the day.
- R 1 is an alkyl radical having 1 to 18 carbon atoms
- R 2 , R 3 and R 6 are hydrogen atoms or low molecular weight alkyl radicals
- R 4 and R 5 are low molecular weight alkyl radicals e (cf. DE-OS 20 06 516).
- the invention was therefore based on the object of developing a finishing process for textiles made of cellulose pretreated with liquid ammonia, which combines high finishing effects (improvement in the shrink and wrinkle resistance) with the least possible influence on the textile handle and, above all, on the tear strength.
- the substances of formula III of claim can by reacting urea with isobutyraldehyde and formaldehyde in a molar ratio of 1: 1: 1 in aqueous solution or in an alcohol of formula R 2 OH and in the presence of a non-oxidizing mineral acid at temperatures between 30 and 120 ° C and subsequent further alkaline reaction with 1 mol of formaldehyde.
- the resulting monomethylol compound can be etherified with an alcohol R 1 OH in an acidic medium.
- the alcohol R 2 OH can also be a glycol of the formula with R 3 being hydrogen or methyl.
- R 3 should not be exclusively methyl if R 1 is propyl, because then the entire molecule would no longer be sufficiently water-soluble. Sufficient water solubility of the compounds of formula III is of course a prerequisite for their usability.
- substances of the formula III are: N-monoethoxymethyl-4-ethoxy-5,5-dimethylpropyleneurea, N-monomethoxyethoxymethyl-4-methoxyethoxy-5,5-dimethylpropyleneurea and, because of them Easy accessibility preferred, N-monomethylol-4-hydroxy-5,5-dimethyl-propyleneurea (IV), N-monomethylol-4-methoxy-5,5-dimethyl-propylene urea (V) and N-monomethoxymethyl-4-methoxy -5,5-dimethyl-propyleneurea (VI).
- finishing agents of the formula III come on the market as 40 to 60% aqueous solutions or dispersions and are diluted with water for use. They have proven themselves particularly well on textile material made of cellulose, which has been pretreated with ammonia. You can click on for the application of N-methylol compounds The usual textile processes can be used.
- the concentration of the finishing bath of substances of the formula III is generally between 40 and 200 g / l. Preference is given to impregnating a foulard. The soaked material is freed in a known manner by squeezing off excess impregnation liquid.
- the fiber application to substances of the formula III should be in the range from 50 to 100, preferably 60 to 70,% by weight, based on the textile material to be finished.
- the impregnated fiber material is heated in the presence of acidic or potentially acidic catalysts to a temperature of 110 to 230 ° C., preferably 120 to 210 ° C. Under these conditions, the reaction is generally completed in 10 seconds to 6 minutes, preferably in 20 seconds to 2 minutes.
- Acidic or potentially acidic catalysts are known and used for the purpose of finishing with N-methylol or N-alkoxymethyl compounds.
- inorganic and organic acids such as sulfuric acid, hydrochloric acid, phosphoric acid, boric acid, oxalic acid, and salts which react acidically or which form acids, for example by hydrolysis, during their use, for example ammonium salts of strong acids , Magnesium chloride, zinc chloride and zinc nitrate.
- Mixtures of several catalysts can often also be used with advantage.
- the reaction of the substances of formula III with the textile material is carried out in the presence of these catalysts.
- catalysts preferably in the form of aqueous solutions
- the catalysts are preferably added directly to the impregnating bath containing the substances of the formula III.
- catalyst concentrations between 1 and 40 g / l have proven useful for the equipment.
- hydrophobicizing, softening, leveling, wetting and finishing agents can also be used.
- Hydrophobing agents are, for example, aluminum or zirconium-containing paraffin wax emulsions and silicone-containing preparations. Oxygenation products of higher fatty acids, fatty alcohols or fatty acid amides, higher molecular weight polyglycol ethers, higher fatty acids, fatty alcohol sulfonates, N-stearylurea compounds and stearylamidomethylpyridinium chloride may be mentioned as plasticizers.
- leveling agents for example, water-soluble salts of acidic esters of polybasic acids with ethylene oxide or propylene oxide adducts of longer-chain basic compounds which can be alkoxylated can be used.
- wetting agents are salts of alkylnarthalene sulfonic acids, the alkali salts of sulfonated amber acidic edioethyl ester and the add-on products of alkylene oxides to fatty alcohols, alkylphenols, fatty amines and the like.
- Suitable finishing agents are, for example, cellulose ethers or esters and alginates, and also solutions or dispersions of synthetic polymers and polycondensates, for example of polyethylene, polyamides, oxyethylated polyamides, polyvinyl ethers, polyvinyl alcohols, polyacrylic acid or their esters and amides, and of corresponding polymethacrylic compounds, polyvinylpropionates Polyvinylpyrrolidone, from copolymers, for example from vinyl chloride and acrylic acid esters, from butadiene and styrene or acrylonitrile or from 1,1-dichloroethylene, ⁇ -chloroalkylacrylic acid esters or vinyl ethyl ether and acrylic acid amide or the amides of crotonic acid or maleic acid or from N-methylol methacrylic acid amide and others polymerizable compounds.
- These additional auxiliaries are generally used in amounts of 0.3 to 4%, preferably 1 to 2.
- the experience according to the invention results in a cellulose-pretreated ammonia-treated equipment that provides sufficient shrink and cut resistance with high chlorine resistance, does not significantly influence the textile feel and has sufficient hydrolysis resistance for use purposes with a loss of tensile strength of rarely more than 20%, based on the tensile strength of the goods pretreated with ammonia. Further advantageous properties emerge from the examples.
- the equipment according to the invention thus results in a formaldehyde odor level (at or below 1000 ppm) which is sufficiently low for the clothing industry and low abrasion losses at various condensation temperatures.
- Shirting (100% cotton, sanfor-set; calico) was padded with the liquor to 60 to 70% liquor absorption.
- the fabric was then dried in a stenter at 107 ° C. for 60 seconds.
- the fabric thus dried was condensed on the tenter for 90 seconds at various temperatures in accordance with Table 4.
- the test was again carried out according to the usual AATCC test methods, in particular for smoothness, shrinkage (warp and weft) and loss of tensile strength due to possible damage from chlorine.
- the evaluation is shown in Table 4.
- the finishing agent according to Example 1 shows very little or no loss of tensile strength due to chlorine after washing with chlorine-containing detergent.
- the fleet intake was 60% in each case.
- the samples were dried and condensed at 205 ° C for 20, 60 and 120 seconds.
- the condensed samples were checked for discoloration.
- the test for smoothness, shrinkage (warp and weft), free formaldehyde content and chlorine damage according to the test methods described in Example 1 only extended to the samples condensed for 20 seconds. The results are summarized in Table 5.
- the finishing agent according to Example 1 delivers flawless and in some respects excellent results.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/115,264 US4295847A (en) | 1980-01-25 | 1980-01-25 | Finishing process for textiles |
US115264 | 2002-04-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0033115A2 true EP0033115A2 (fr) | 1981-08-05 |
EP0033115A3 EP0033115A3 (fr) | 1982-04-07 |
Family
ID=22360257
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP81100364A Withdrawn EP0033115A3 (fr) | 1980-01-25 | 1981-01-19 | Procédé pour le finissage de matériaux textiles |
Country Status (2)
Country | Link |
---|---|
US (1) | US4295847A (fr) |
EP (1) | EP0033115A3 (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0167960A2 (fr) * | 1984-07-07 | 1986-01-15 | BASF Aktiengesellschaft | Procédé pour la préparation de résines d'aminoplasts éthérifiés durcissables et leur application |
EP0271776A2 (fr) * | 1986-12-09 | 1988-06-22 | BASF Aktiengesellschaft | Polycondensats d'une urée et d'une aldéhyde, un procédé pour leur préparation et leur utilisation comme liants pour vernis |
EP0900874A2 (fr) * | 1997-09-08 | 1999-03-10 | Nisshinbo Industries Inc. | Procédé de traitement de matériaux textiles contenant des fibres de cellulose |
WO2011009765A1 (fr) * | 2009-07-21 | 2011-01-27 | Basf Se | Procédé pour produire des résines de condensation et leur utilisation |
WO2013027156A1 (fr) | 2011-08-19 | 2013-02-28 | Basf Se | Procédés de fabrication de résines de condensation et utilisation de ces résines |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5320873A (en) * | 1991-08-29 | 1994-06-14 | American Laundry Machinery, Inc. | Process and apparatus for treating cellulosic fiber-containing fabric to improve durable press and shrinkage resistance |
KR19980032132A (ko) * | 1996-05-23 | 1998-07-25 | 모치즈키아키히로 | 셀룰로스계 섬유함유 구조물의 방축가공방법 |
US6203577B1 (en) * | 1996-05-23 | 2001-03-20 | Nisshinbo Industries, Inc. | Shrink-proof treatment of cellulosic fiber textile |
US6511928B2 (en) * | 1998-09-30 | 2003-01-28 | The Procter & Gamble Company | Rayon fabric with substantial shrink-resistant properties |
CN1172053C (zh) * | 2001-02-09 | 2004-10-20 | 广东溢达纺织有限公司 | 免烫耐洗纯棉针织物的生产工艺 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1065514A (en) * | 1913-03-01 | 1913-06-24 | Theodore C Evans | Lock. |
FR726293A (fr) * | 1931-04-01 | 1932-05-26 | Ig Farbenindustrie Ag | Procédé de mercerisage de matières textiles |
NO118847B (fr) * | 1964-04-25 | 1970-02-23 | Sentralinst For Ind Forskning | |
CH1071265D (fr) * | 1965-08-17 | |||
NL136750C (fr) * | 1966-12-02 | |||
US3582257A (en) * | 1968-05-10 | 1971-06-01 | Monsanto Co | Soil and stain resistance and soil and stain release properties in textile articles |
CH1537569D (fr) * | 1968-10-24 | |||
DE2006516A1 (en) | 1970-02-13 | 1971-08-19 | Badische Anilin- & Soda-Fabrik Ag, 6700 Ludwigshafen | Finishing of cellulosic textiles |
FR2273112B1 (fr) | 1974-05-28 | 1978-01-20 | Opi Cryochimie |
-
1980
- 1980-01-25 US US06/115,264 patent/US4295847A/en not_active Expired - Lifetime
-
1981
- 1981-01-19 EP EP81100364A patent/EP0033115A3/fr not_active Withdrawn
Non-Patent Citations (3)
Title |
---|
TEXTILE INSTITUTE AND INDUSTRY, Band 16, Nr. 12, Dezember 1978, Manchester (GB) S.A. HEAP: "Liquid Ammonia Treatment of Cotton Fabrics, Especially as a Pretreatment for Easy-Care Finishing", Seiten 387-390 * Seiten 390 * * |
TEXTILE RESEARCH JOURNAL, Band 44, Nr. 9, September 1974, Princeton, New Jersey (US) M. LEWIN et al.: "The Role of Liquid Ammonia in Functional Textile Finishes", Seiten 680-686 * Zusammenfassung; Seiten 683 * * |
TEXTILVEREDLUNG, Band 10, Nr. 3, 1975, Basel (CH) K. BREDERECK et al.: "Hochveredlung von Baumwollgewebe aus flussigem Ammoniak", Seiten 92-100 * insgesamt * * |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0167960A2 (fr) * | 1984-07-07 | 1986-01-15 | BASF Aktiengesellschaft | Procédé pour la préparation de résines d'aminoplasts éthérifiés durcissables et leur application |
EP0167960A3 (fr) * | 1984-07-07 | 1987-06-03 | BASF Aktiengesellschaft | Procédé pour la préparation de résines d'aminoplasts éthérifiés durcissables et leur application |
EP0271776A2 (fr) * | 1986-12-09 | 1988-06-22 | BASF Aktiengesellschaft | Polycondensats d'une urée et d'une aldéhyde, un procédé pour leur préparation et leur utilisation comme liants pour vernis |
EP0271776A3 (en) * | 1986-12-09 | 1989-04-12 | Basf Aktiengesellschaft | Urea-aldehyde polycondensates, process for their preparation and their use as binders in lacquer coatings |
EP0900874A2 (fr) * | 1997-09-08 | 1999-03-10 | Nisshinbo Industries Inc. | Procédé de traitement de matériaux textiles contenant des fibres de cellulose |
EP0900874A3 (fr) * | 1997-09-08 | 2000-12-06 | Nisshinbo Industries Inc. | Procédé de traitement de matériaux textiles contenant des fibres de cellulose |
WO2011009765A1 (fr) * | 2009-07-21 | 2011-01-27 | Basf Se | Procédé pour produire des résines de condensation et leur utilisation |
US9000121B2 (en) | 2009-07-21 | 2015-04-07 | Basf Se | Process for preparing condensation resins and the use thereof |
WO2013027156A1 (fr) | 2011-08-19 | 2013-02-28 | Basf Se | Procédés de fabrication de résines de condensation et utilisation de ces résines |
EP2744838A4 (fr) * | 2011-08-19 | 2015-09-09 | Basf Se | Procédés de fabrication de résines de condensation et utilisation de ces résines |
Also Published As
Publication number | Publication date |
---|---|
US4295847A (en) | 1981-10-20 |
EP0033115A3 (fr) | 1982-04-07 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT NL SE |
|
17P | Request for examination filed |
Effective date: 19811022 |
|
PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT NL SE |
|
18W | Application withdrawn |
Withdrawal date: 19820324 |
|
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: PAI, PANEMANGALORE S. Inventor name: REICHERT, MANFRED Inventor name: PETERSEN, HARRO, DR. |