CN1177094C - Method for producing textile materials which contain cellulose - Google Patents
Method for producing textile materials which contain celluloseInfo
- Publication number
- CN1177094C CN1177094C CNB998147648A CN99814764A CN1177094C CN 1177094 C CN1177094 C CN 1177094C CN B998147648 A CNB998147648 A CN B998147648A CN 99814764 A CN99814764 A CN 99814764A CN 1177094 C CN1177094 C CN 1177094C
- Authority
- CN
- China
- Prior art keywords
- weight
- cellulose
- grams per
- situation
- per liter
- 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.)
- Expired - Fee Related
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
- 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
- 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/45—Shrinking resistance, anti-felting properties
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Abstract
The invention relates to a method for producing non-iron textile materials which contain cellulose by finishing them with an N-methylolether cross-linking agent in the presence of a magnesium chloride cross-linking catalyst. The textile materials to be finished are (a) impregnated with a finishing bath which contains the cross-linking agent in large quantities, are (b) dried to a residual moisture ranging from 3 to 10% by weight, and are (c) condensed at a temperature ranging from 80 to 145 DEG C.
Description
The present invention relates to a kind ofly in the presence of crosslinking catalyst, use crosslinking agent arrangement based on the N-hydroxymethyl ether to produce improving one's methods of cellulose-containing textile material based on magnesium chloride.Method of the present invention provides especially exempts to press textile material.
Chemistry strengthens the essential part that arrangement is the textile finishing of cellulose textiles.He relates to textiles or the knitted fabric of handling with crosslinking agent.Crosslinking agent for example comprises 1, two (methylol)-4 of 3-, and 5-dihydroxy imidazolidin-2-one is also referred to as 1,3-dihydroxymethyl-4,5-dihydroxy ethylidene-urea (" DMDHEU ") also has itself and the derivative of alcohol.Catalyst is the solvent that chemistry strengthens the arrangement prescription.In many cases, use the mixture of magnesium chloride or magnesium chloride and lewis acid or Bronsted acid.Other catalyst as zinc nitrate, zinc chloride or ammonium chloride and so on are also used always.Except crosslinking agent and catalyst, chemistry strengthens arrangement also additionally makes the like plasticizer of used additives usually.
The dry type cross-linking method is most important standard method.Used for textiles dressing liquid dipping, this dressing liquid contains crosslinking agent (typical amounts of pure cotton fabric is the 40-45 grams per liter) and crosslinking catalyst (typical amounts is 12 grams per liters), for example uses padding machine to extrude then.After this under higher temperature, carry out drying, and in same operating procedure or crosslinked in the condensation equipment that is separating (" condensation ").Normally 150-190 ℃ of condensation temp.The condensation time usually is 15 seconds to 4 minutes; Condensation temp is high more, and the condensation time is just short more.Condensation condition must so be selected, so that reaction is complete as far as possible, does not promptly have " crossing condensation " or " owing condensation ", otherwise causes loss of strength unacceptable, or can not get the easily effect of maintenance when additional very high formolite number.
Except that the dry cross-linking method, wet method is crosslinked developed recently, because it is unique production textiles so far, the method of cotton goods particularly, this textiles has very high arrangement quality, promptly have extraordinary back smoothness and the extraordinary folding line washed and reply, and the loss of breaking point also can be accepted.Catalyst in the wet method cross-linking method is inorganic acid (normally hydrochloric acid or a sulfuric acid), and it also can contain salt.Use can contain the strong acid liquid impregnating textiles up to 150 grams per liters or the above crosslinking agent of 150 grams per liters, and being dried to content of residual water again is 10-12% (weight).Textiles is placed on 30-35 ℃ and reaches 20-24 hour, neutralizing acid and washing.After the drying, apply feel auxiliary agent common in the arrangement again.
But the wet method cross-linking method has following defective:
-pH1 or lower highly acid liquid may cause the huge breaking point loss of the textiles of putting in order;
-on goods, produced high free formaldehyde value
-need expensive humidity and temperature to control;
-need additional washing process with in and inorganic acid;
-additional drying steps needs high cost of energy;
-strong washing operation causes a large amount of waste water;
-this method is limited to the goods with enough initial intensity.
An object of the present invention is to provide the method for sorting of cellulose-containing textile material, as the wet method cross-linking method, the inventive method provides very high-quality arrangement, but has avoided the defective of wet method cross-linking method.
We find that this purpose can reach by a kind of method, and this method is in the presence of the crosslinking agent based on magnesium chloride, and use is put in order based on N hydroxymethyl ether crosslinking agent with following general formula I, to produce the method for cellulose-containing textile material:
In the formula:
R
1Be C
1-C
10Alkyl, the also available non-adjacent oxygen atom of its alkyl is spaced apart, also one or more hydroxyls can be arranged,
R
2Be hydrogen, CH
2OR
1Or C
1-C
8Alkyl, they also can have hydroxyl and/or C
1-C
4Alkoxyl is as substituting group, and available non-adjacent oxygen atom and/or C is arranged
1-C
4The nitrogen-atoms of alkyl is spaced apart, and
R
3Be hydrogen, C
1-C
10Alkyl or C
1-C
10Alkoxyl, they can be spaced apart by non-adjacent oxygen atom, or-NR
2-CH
2OR
1,
And R
2And R
3Can be in conjunction with generating five-membered ring or hexatomic ring, at R
3=-NR
2-CH
2OR
1Situation under, in addition, two such rings can pass through R
2The α position carbon atom of base and amide nitrogen condensation generate bicyclic system,
This method feature is to comprise the steps to handle textile material to be put in order:
(a) knit material meter 50-100% (weight) dressing liquid dipping in order to dry-spinning, under 100% cellulosic fabric situation, dressing liquid contains 70-250 grams per liter crosslinking agent, under the situation of 100% cellulose knitwear, contain 35-100 grams per liter crosslinking agent, or, contain 35-150 grams per liter crosslinking agent containing 30% (weight) under less than the mixture situation of 100% (weight) cellulose fiber peacekeeping greater than 0 to 70% (weight) synthetic fiber
(b) being dried to residual moisture content is 3-10% (weight), 5-9% (weight) preferably, and
(c) in the presence of crosslinking catalyst, at 80-145 ℃, preferably 100-140 ℃, particularly 120-135 ℃ is carried out the crosslinked of cellulose-containing textile material.
Dry (b) and condensation (c) step can be separated or in conjunction with carrying out, promptly in single reaction unit by heating with remove water vapour simultaneously and carry out.
The principle of method of the present invention can be used for textiles or knitwear, and wherein the latter should reduce the use amount of crosslinking agent and crosslinking catalyst.Method of the present invention not only can be with textile, but also can be with the material of other cellulose.With the mixture of synthetic fiber such as polyester be favourable because fiber protection and conserve energy are provided.Here also because of lower cellulose fibre share, the amount of crosslinking agent and catalyst can reduce.
The amount of preferred cross-linking agents is, under the situation of 100% cellulose fabric, be the 90-175 grams per liter, particularly the 110-160 grams per liter under the situation of 100% cellulose knitwear, is the 40-70 grams per liter, 45-60 grams per liter particularly, contain 30% (weight) to less than the peacekeeping of 100% (weight) cellulose fiber more than 0% to the situation of the mixture of 70% (weight) synthetic fiber, be the 45-120 grams per liter, 55-100 grams per liter particularly.Under in about 50: 50 situation of polyester/cotton mixture weight, the amount of pointed last crosslinking agent is specially suitable.Above with the amount of following pointed crosslinking agent always based on every liter of corresponding solids content of dressing liquid (g).Usually use cross-linking agent aqueous solution, its solids content is 30-80% (weight), particularly 50-70% (weight).
The N-hydroxymethyl ether I that uses as crosslinking agent is easy to obtain by general common reaction in the aqueous solution, i.e. the corresponding N-methylol compound of general formula I I:
Alcohol reaction with general formula III
R
1-OH (III)
R
1Be C
1-C
10Alkyl, also available adjacent oxygen atom is spaced apart, for example-CH
2CH
2OCH
3,-CH
2CH
2OCH
2CH
3Or-CH
2CH
2OCH
2CH
2OCH
3R
1In addition example be just-butyl, isobutyl group, sec-butyl, the tert-butyl group, just-amyl group, just-hexyl, 2-ethylhexyl and 2-methoxy ethyl; C especially meaningfully
1-C
3Alkyl such as ethyl, n-pro-pyl, isopropyl and particularly methyl.What also have meaning is that one, two, those alkyl and the oxygen-isolated alkyl of three or more hydroxyls are arranged,
R
2Be hydrogen, CH
2OR
1Particularly also hydroxyl and/or C can be arranged
1-C
4Alkoxyl is as substituent C
1-C
8Alkyl and with non-adjacent oxygen atom and/or C is arranged
1-C
4The nitrogen-atoms of alkyl C at interval
1-C
8Alkyl,
R
3Be hydrogen, with the isolated C of non-adjacent oxygen atom
1-C
10Alkyl or C
1-C
4Alkoxyl, or in particular-NR
2-CH
2OR
1
Useful especially to the inventive method is N-hydroxymethyl ether I, its R
2And R
3In conjunction with forming five-membered ring or hexatomic ring.At R
3=-NR
2-CH
2OR
1Situation under, in addition, two such rings can pass through R
2The α position carbon atom and the amide nitrogen of base condense the generation bicyclic system.
The useful N-hydroxymethyl ether I example of the inventive method is:
-C
1-C
11Carboxylic acid, the acid amides of formic acid, acetate, propionic acid, butyric acid or valeric acid for example, they have one or two CH on nitrogen
2OR
1Base,
-useful non-adjacent oxygen atom C at interval on ester group
1-C
10Alkyl such as methyl, ethyl, just-carbamate of propyl group, isopropyl, 2-methoxy ethyl or just-butyl, two CH are arranged on nitrogen
2OR
1Base,
-1-4 CH arranged on nitrogen-atoms
2OR
1The urea of base,
The ethylene urea of-general formula I a:
X ' is different in the formula, and is preferably identical, and each is hydrogen, hydroxyl or C
1-C
4Alkoxyl, methoxy or ethoxy for example,
The ethylene urea of-general formula I b:
Y is CH in the formula
2, CHOH, C (CH
3)
2, an oxygen atom or C is arranged
1-C
4The nitrogen-atoms of alkyl and Z are hydrogen or C
1-C
4Alkoxyl, methoxy or ethoxy for example,
Ring glyoxal two ureas of-general formula I c:
Ring malonaldehyde two ureas of-general formula I d:
To the very particularly suitable crosslinking agent of the inventive method is 1,3-dihydroxymethyl-4, and 5-dihydroxy-ethylene urea (" DMDHEU "), wherein two of the imidazolidinone ring nitrogen-atoms asymmetricly are substituted (etherificate) symmetrically or especially.Preferably, a usefulness in two methylols of DMDHEU is methyl etherified, another methylol is by deriving with polyol reaction simultaneously, its polyalcohol is selected from ethylene glycol, diethylene glycol (DEG), 1,2-propylene glycol, 1, ammediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, glycerol and formula HO (CH
2CH
2O)
nThe H polyethylene glycol, 3≤n in the formula≤20, preferably sweet glycol.The DMDHEU of the asymmetric replacement of this class has been described in WO-A-98/29393.
The crosslinking catalyst magnesium chloride is with as unique component or as key component.In preferred embodiments, the dressing liquid that uses is under the situation of 100% cellulose fabric, contain the 10-40 grams per liter, the crosslinking catalyst of 20-30 grams per liter particularly, under the situation of 100% cellulose knitwear, contain the 5-15 grams per liter, the crosslinking catalyst of 8-13 grams per liter particularly, contain 30% (weight) to less than the peacekeeping of 100% (weight) cellulose fiber more than 0% to the situation of the mixture of 70% (weight) synthetic fiber, contain the 5-30 grams per liter, particularly the crosslinking catalyst of 8-25 grams per liter.About the amount (g) of magnesium chloride, be in magnesium chloride hexahydrate, about other catalytic components, be to be base with the solids content of selling form on the market.
Preferably, the crosslinking catalyst of use is actual pure magnesium chloride or magnesium chloride and organic acid or inorganic acid such as citric acid, Glycolic acid, or acid inorganic salts, for example mixture of sodium tetrafluoroborate.Use such acid (acceleration) catalyst that contains to make and to use comparatively gentle condensation condition.
The pH that contains the dressing liquid of crosslinking agent and crosslinking catalyst in (a) is 3-6.5, and preferably during 4-5.5, method of the present invention can obtain particularly advantageous result.
Method of the present invention can also be used other common textile finishing additive and auxiliary agent, and for example the polyethylene of the polysiloxane emulsion of amino-functional, pre-oxidation disperses liquid and nonionic wetting agent.The auxiliary agent of back can improve the quality of arrangement especially greatly, if necessary.
Method of the present invention is in low relatively temperature, promptly under the Wen He temperature, provides quick and complete crosslinking agent condensation to textile material.Normally, expect under the temperature of the inventive method step (c), to have the obviously long condensation time.Depend on that temperature sets, be normally 15 seconds to the 4 minutes time of the condensation of completing steps (c), in particular in 30 seconds to 3 minutes.
The cellulose textile material chemistry that carries out according to the inventive method strengthens arrangement, answer of very high smooth grade and extraordinary folding line and the low breaking point loss of not expecting can be arranged and hang down formolite number.Some results are that the wet method cross-linking method keeps so far like this, and wherein formolite number is very high, although then washing.In the dry cross-linking method, in the methods of the invention and the amount of the high crosslinking agent that in the wet method cross-linking method, uses generally can cause material damage because of causing the loss of a large amount of breaking point.
Particularly under the Chun Mian situation, the high-performance that provides very easily maintenance and the inventive method that does not virtually completely need to press to be known as BASF AG is put in order.
Following table embodiment has illustrated the present invention.Percentage is percetage by weight, unless otherwise noted.
Embodiment 1-5: the cotton poplin chemistry strengthens arrangement
Table 1
Type: cotton poplin textiles
| Embodiment | Blank | 1 1)Contrast | 2 contrasts | 3 2)Contrast | 4 the present invention | 5 the present invention | ||
| The DMDHEU of WO-A-98/28393 embodiment 1 | g/l 3) | 42 | 140 | 140 | 140 | |||
| Methylated DMDHEU | g/l 3) | 140 | ||||||
| MgCl 2×6H 2O | g/l 4) | 12 | 30 | 25 | 25 | |||
| H 2SO 4，48％ | g/l | 30 | ||||||
| Amino-functional polysiloxanes dispersion liquid | g/l | 30 | ||||||
| The pre-oxidation polyethylene disperses liquid | g/l | 20 | ||||||
| The nonionic wetting agent | g/l | 2 | 2 | 2 | 2 | 2 | ||
| The pH of dressing liquid | 5.2 | 5 | 0.8 | 4.7 | 5.1 | |||
| The pick up of dressing liquid | 75％ | |||||||
| Dry | 110℃ | |||||||
| Content of residual water | ％ | 6-8 | 6-8 | 10-12 | 6-8 | 6-8 | ||
| 25 ℃ of storages | - | - | 40h | - | - | |||
| Condensation | Second/℃ | 180/150 | 180/150 | - | 45/130 | 45/130 | ||
| Subsequent wash 1 | X | |||||||
| Subsequent wash 2 | X | X | ||||||
| Crease recovery angle is done | Warp thread+weft yarn sum | ° | 132 | 203 | 286 | 269 | 263 | 281 |
| Smoothness (60 ℃, 20 minutes 1 time machine washing) | Lasting grade (AATCC124) of pressing | Grade | 1.5 | 2 | 3.5 | 3.3 | 3.3 | 3.5 |
| Formaldehyde | AATCC112 LAW112 | ppm ppm | 3 6 | 133 97 | 161 106 | 572 122 | 155 70 | 128 65 |
| Tear merit (Elmendorf) | Weft yarn | CNcm | 1024 | 928 | 608 | 800 | 896 | 1376 |
| Wall scroll tension test (50 * 200) | Weft yarn | N | 591 | 374 | 206 | 379 | 428 | 325 |
Subsequent wash 1:3 grams per liter sodium carbonate and 1 grams per liter nonionic detergent; At 40 ℃ of washings 5 minutes, rinsing 3 times, dry subsequent wash 2:1 grams per liter nonionic detergent; In 40 ℃ of washings 1 minute, drying
1) common dry cross-linking method
2) common wet method cross-linking method
3) use with 70% aqueous solution, but the gram amount is base with the solids content
4) working concentration (grams per liter) is base with the hexahydrate.
Embodiment 6 and 7: the chemistry of cotton knitwear strengthens arrangement
Table 2
Type: cotton knitwear
| Embodiment | Blank | 6 1)Contrast | 7 the present invention | ||
| The DMDHEU of WO-A-98/28393 embodiment 1 | g/l 3) | 21 | 49 | ||
| MgCl 2×6H 2O | g/l 4) | 8 | 8 | ||
| Amino-functional polysiloxanes dispersion liquid | g/l | 40 | 40 | ||
| The pre-oxidation polyethylene disperses liquid | g/l | 50 | 50 | ||
| The nonionic wetting agent | g/l | 1 | 1 | ||
| The pH of dressing liquid | 5.1 | 4.5 | |||
| The dressing liquid pick up | 75％ | ||||
| Dry | 110℃ | ||||
| Content of residual water | ％ | 6-8 | 6-8 | ||
| 25 ℃ of storages | - | - | |||
| Condensation | Second/℃ | 20/180 | 45/130 | ||
| Smoothness (60 ℃, 20 minutes 1 time machine washing) | Lasting grade (AATCC124) of pressing | Grade | 2 | 3 | 4 |
| Formaldehyde | AATCC112 LAW112 | ppm ppm | 5 2 | 98 45 | 125 71 |
| Shrink | Vertically, % is horizontal, % | -16 3.8 | -7.2 3.2 | -5.3 2.5 | |
| DIN fracture pressure (53861 B12 | kPa | 675 | 496 | 505 | |
1) common dry cross-linking method
2) use with 70% aqueous solution, but the gram amount is base with the solids content
3) working concentration (grams per liter) is base with the hexahydrate.
Claims (5)
1, a kind of method of producing cellulose-containing textile material, this method are in the presence of the crosslinking catalyst based on magnesium chloride, and use is put in order based on the crosslinking agent of the N-hydroxymethyl ether of following general formula I,
In the formula:
R
1Be C
1-C
10Alkyl, the also available non-adjacent oxygen atom of its alkyl is spaced apart, also can have one or more hydroxyls to replace,
R
2Be hydrogen, CH
2OR
1Or C
1-C
8Alkyl, they also can have hydroxyl and/or C
1-C
4Alkoxyl is as substituting group, and available non-adjacent oxygen atom and/or C is arranged
1-C
4The nitrogen-atoms of alkyl is spaced apart, and
R
3Be hydrogen, C
1-C
10Alkyl or C
1-C
10Alkoxyl, they can be spaced apart by non-adjacent oxygen atom, or-NR
2-CH
2OR
1,
And R
2And R
3Can be in conjunction with generating five-membered ring or hexatomic ring, in addition, at R
3=-NR
2-CH
2OR
1Situation under, two such rings can pass through R
2The α position carbon atom of base and amide nitrogen condensation generate bicyclic system,
This method feature is to comprise the steps to handle textile material to be put in order:
(a) knit material meter 50-100 weight % dressing liquid dipping in order to dry-spinning, under 100% cellulosic fabric situation, dressing liquid contains 70-250 grams per liter crosslinking agent, under the situation of 100% cellulose knitwear, contain 35-100 grams per liter crosslinking agent, or, contain 35-150 grams per liter crosslinking agent containing 30 weight % under less than the mixture situation of 100 weight % cellulose fiber peacekeepings greater than 0 weight % to 70 weight % synthetic fiber
(b) being dried to residual moisture content is 3-10 weight %, and
(c) in the presence of crosslinking catalyst, in 80-145 ℃ cellulose-containing textile material to be carried out crosslinkedly, its time is 15 seconds to 4 minutes.
2, the method for production cellulose-containing textile material according to claim 1, it is characterized in that, the crosslinked fluid that in (a), uses, the crosslinking catalyst that under the situation of 100% cellulosic fabric, contains the 10-40 grams per liter, the crosslinking catalyst that contains the 5-15 grams per liter under the situation of 100% cellulose knitwear is containing the crosslinking catalyst that 30 weight % contain the 5-30 grams per liter under less than the situation of 100 weight % cellulose fiber peacekeepings greater than the mixture of 0 weight % to 70 weight % synthetic fiber.
3, the method for production cellulose-containing textile material according to claim 1 and 2 is characterized in that, the crosslinking catalyst of use is the pure magnesium chloride of reality or the mixture of magnesium chloride and organic and/or inorganic acid.
4, the method for production cellulose-containing textile material according to claim 1 and 2 is characterized in that, the pH that contains the dressing liquid of crosslinking agent and crosslinking catalyst in (a) is 3-6.5.
5, the method for production cellulose-containing textile material according to claim 1 and 2 is characterized in that, the crosslinking agent of use is based on two methylol 1 of symmetry or asymmetric etherificate, 3-dihydroxymethyl-4,5-dihydroxy ethylidene-urea.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19860204A DE19860204A1 (en) | 1998-12-24 | 1998-12-24 | Process for the production of cellulosic textile materials |
| DE19860204.9 | 1998-12-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1331767A CN1331767A (en) | 2002-01-16 |
| CN1177094C true CN1177094C (en) | 2004-11-24 |
Family
ID=7892757
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB998147648A Expired - Fee Related CN1177094C (en) | 1998-12-24 | 1999-12-16 | Method for producing textile materials which contain cellulose |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP1141471B1 (en) |
| JP (1) | JP2002533585A (en) |
| KR (1) | KR100598664B1 (en) |
| CN (1) | CN1177094C (en) |
| AT (1) | ATE317924T1 (en) |
| BR (1) | BR9916534A (en) |
| DE (2) | DE19860204A1 (en) |
| WO (1) | WO2000039384A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE15711192T1 (en) | 2014-03-24 | 2017-06-29 | Basf Se | FORMULATIONS AND METHOD FOR TEXTILE FINISHING |
| KR101629252B1 (en) * | 2014-09-30 | 2016-06-10 | (주)약진통상 | Dyeing method |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1469273A1 (en) * | 1965-09-25 | 1968-12-12 | Basf Ag | Process for finishing textiles |
| GB1243462A (en) * | 1969-01-14 | 1971-08-18 | Cotton Silk And Manmade Fibres | Curing cross-linking agents on textiles |
| CH1147371A4 (en) * | 1971-08-04 | 1976-01-30 | ||
| US4396391B2 (en) * | 1982-06-30 | 1993-03-16 | Treating cellulose textile fabrics with dimenthylol dihydroyethyleneuree-polyol | |
| US5160503A (en) * | 1989-11-13 | 1992-11-03 | West Point Pepperell | Water-soluble blends of active methylene compounds and polyhydric alcohols as formaldehyde scavengers |
| DE19654739A1 (en) * | 1996-12-30 | 1998-07-02 | Basf Ag | Mixed-alkylated or -hydroxyalkoxyalkylated methylolated 4,5-dihydroxy-imidazolidin-2-ones |
-
1998
- 1998-12-24 DE DE19860204A patent/DE19860204A1/en not_active Withdrawn
-
1999
- 1999-12-16 CN CNB998147648A patent/CN1177094C/en not_active Expired - Fee Related
- 1999-12-16 EP EP99967949A patent/EP1141471B1/en not_active Expired - Lifetime
- 1999-12-16 KR KR1020017007863A patent/KR100598664B1/en not_active IP Right Cessation
- 1999-12-16 AT AT99967949T patent/ATE317924T1/en active
- 1999-12-16 DE DE59913133T patent/DE59913133D1/en not_active Expired - Lifetime
- 1999-12-16 WO PCT/EP1999/010004 patent/WO2000039384A1/en active IP Right Grant
- 1999-12-16 BR BR9916534-1A patent/BR9916534A/en not_active Application Discontinuation
- 1999-12-16 JP JP2000591264A patent/JP2002533585A/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| BR9916534A (en) | 2001-09-25 |
| WO2000039384A1 (en) | 2000-07-06 |
| DE59913133D1 (en) | 2006-04-20 |
| EP1141471B1 (en) | 2006-02-15 |
| CN1331767A (en) | 2002-01-16 |
| ATE317924T1 (en) | 2006-03-15 |
| KR100598664B1 (en) | 2006-07-13 |
| KR20010099872A (en) | 2001-11-09 |
| DE19860204A1 (en) | 2000-06-29 |
| EP1141471A1 (en) | 2001-10-10 |
| JP2002533585A (en) | 2002-10-08 |
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