EP0258551B1 - Produit pour le finissage de textiles - Google Patents
Produit pour le finissage de textiles Download PDFInfo
- Publication number
- EP0258551B1 EP0258551B1 EP87108534A EP87108534A EP0258551B1 EP 0258551 B1 EP0258551 B1 EP 0258551B1 EP 87108534 A EP87108534 A EP 87108534A EP 87108534 A EP87108534 A EP 87108534A EP 0258551 B1 EP0258551 B1 EP 0258551B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- preparations
- vinyl acetate
- contain
- polyethylene glycol
- 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 - Lifetime
Links
- 239000004753 textile Substances 0.000 title claims description 16
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 18
- 239000000084 colloidal system Substances 0.000 claims description 18
- 229920001577 copolymer Polymers 0.000 claims description 18
- 230000001681 protective effect Effects 0.000 claims description 18
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 claims description 17
- 229920001223 polyethylene glycol Polymers 0.000 claims description 16
- 239000003995 emulsifying agent Substances 0.000 claims description 12
- 239000004908 Emulsion polymer Substances 0.000 claims description 9
- 239000002202 Polyethylene glycol Substances 0.000 claims description 9
- 239000000839 emulsion Substances 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 8
- 238000009988 textile finishing Methods 0.000 claims description 7
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 230000000052 comparative effect Effects 0.000 description 18
- 239000006185 dispersion Substances 0.000 description 18
- 239000003795 chemical substances by application Substances 0.000 description 11
- 239000000178 monomer Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 239000003999 initiator Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000004744 fabric Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920001519 homopolymer Polymers 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920002689 polyvinyl acetate Polymers 0.000 description 3
- 239000011118 polyvinyl acetate Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000003351 stiffener Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/327—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof
- D06M15/333—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof of vinyl acetate; Polyvinylalcohol
-
- 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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters 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
- 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
- D06M15/53—Polyethers
Definitions
- aqueous emulsion polymers to the textile material to be finished in order to finish textile fabrics.
- auxiliary materials applied as part of the finish serve, inter alia, as fillers, as stiffening agents, anti-slip agents, aggravating agents, agents for improving the seam tear resistance, as anti-nagging agents and the like.
- Corresponding products based on vinyl acetate, dibutyl maleate, vinyl propionate and acrylic acid esters are used in particular as plastic dispersions or emulsions. These agents also serve to vary the handle, a very hard, stiff handle being obtained with polyvinyl acetate dispersions.
- plasticizers can improve the grip properties, this technical solution is subject to considerable restrictions. At the temperatures used in various stages of textile treatment, the plasticizers are at least partially volatile, so that an undesirable change in the handle of the textile material occurs.
- a known plasticizer of this type is, for example, dibutyl phthalate.
- US Pat. No. 3,001,957 discloses latices for textile finishing which contain emulsion polymers of vinyl acetate and / or its copolymers, such as with dibutyl maleate, and cationic protective colloids and emulsifiers.
- emulsion polymers of vinyl acetate and / or its copolymers such as with dibutyl maleate, and cationic protective colloids and emulsifiers.
- dispersions of polyvinyl acetate and / or its copolymers with maleic acid dialkyl esters are described which additionally contain emulsifiers such as polyglycol ethers and optionally protective colloids.
- the invention has for its object to improve the known emulsion homo- and / or copolymers based on vinyl acetate and its copolymers with dibutyl maleate (DBM) so that when used as a textile finishing agent they have significant advantages over comparable homo- or copolymers of the previously known type. In particular, they should give the textile a softer and fuller feel than previously known corresponding emulsion polymers based on vinyl acetate or its copolymers with DBM.
- DBM dibutyl maleate
- the invention is based on the surprising finding that the selection of a very specific protective colloid for the emulsion polymers of the type concerned here provides the desired effects of increased fullness and greater softness in the handle test of appropriately equipped textiles.
- the invention accordingly relates to agents for finishing textiles, in particular textile fabrics based on protective colloids, in addition to small amounts Emulsion polymers of vinyl acetate and / or its copolymers with dibutyl maleate containing customary auxiliaries, the polymer emulsions containing as protective colloid polyethylene glycol which was at least partly present during the emulsion polymerization, characterized in that polyethylene glycol has an average molecular weight of 3,000 to 50,000. The entire amount of the polyethylene glycol is preferably used as a protective colloid even during the emulsion polymerization or copolymerization.
- the polyethylene glycol mentioned as a protective colloid By using the polyethylene glycol mentioned as a protective colloid, it is possible to produce polyvinyl acetate homo- and copolymers which, in the application area of the textile finishing agents concerned here, are distinguished by a significantly softer feel of the treated textile than when the conventional protective colloids are used - for example polyvinyl alcohol and / or cellulose derivatives . It is also of considerable advantage that the dispersions used according to the invention have a very high shear stability, as a result of which the processing of the dispersions in the context of textile finishing is promoted in important work steps.
- the amount of the polyethylene glycols used as the protective colloid is preferably in the range from about 2 to 10% by weight, based on the total weight of the composition.
- the vinyl acetate polymer or copolymer content of the aqueous polymer emulsions is preferably about 40 to 60 percent by weight. If copolymers of vinyl acetate with DBM are used, the DBM content can be up to 50 mol%, based on the sum of vinyl acetate and DBM, with DBM contents in the range from about 5 to 45 mol% being particularly preferred . In general, the higher the DBM content in the copolymer, the greater or greater the softness and fullness of the textile handle.
- the aqueous polymer dispersions also contain the usual auxiliaries in small amounts, with emulsifiers, buffer substances, starters for the polymerization reaction and / or salts being particularly mentioned here.
- the content of these other customary auxiliaries in the emulsion polymers is preferably not above 5% by weight, the content of emulsifiers in particular being in the range of 0.5-3% by weight.
- Particularly suitable emulsifiers are those based on nonionic surfactants, in particular poly-ethylene oxide addition products to hydrocarbon compounds having a reactive hydrogen atom, alkylphenol-EO addition products being preferred emulsifiers.
- a nonionic surfactant that is particularly suitable as an emulsifier is, for example, nonylphenol x 10 EO. But there are also other nonionic surfactants with modified ones EO chain suitable. Particularly useful amounts of the nio-surfactant are in the range of 0.5-2% by weight. Particularly suitable amounts of the polyethylene glycol present as a protective colloid are in the range from approximately 3 to 10% by weight, polyethylene glycols having an average molecular weight of approximately 8,000 to 25,000 being particularly suitable.
- the dispersions are placed undiluted in the trough of a plating device, the lower roller is immersed in the dispersion, the contact pressure of the upper roller is set to 98.07 N / cm [10 kg / cm].
- the shear stability of the dispersion is observed. If after 30 minutes no deposits are visible on the top roller and the bottom roller shows a uniform film without tears, the friction resistance is rated as very good. If there are no changes within the first 10 minutes, the grade will be given well.
- the work was carried out in a ground glass apparatus with 2 l filling content, metal anchor stirrer, intensive cooler and dosing vessels. Most of the water was placed in the reaction vessel and the sodium carbonate, the emulsifier, the defoamer - if used - and the protective colloid were dissolved at 80 to 85 ° C. for 2 hours. The monomers were placed in a 0.5 liter metering funnel. To prepare the initiator solution, potassium persulfate was dissolved in cold water. The solution was placed in a further dosing funnel.
- the reaction was carried out with stirring (140 rpm). The reaction temperature was kept in the range between 80 and 88 ° C. If the reflux was too strong, the monomer addition was temporarily restricted. After the end of the monomer addition, the rest of the initiator solution was added quickly and the end of reflux was awaited. The after-reaction then took place within 30 minutes in the temperature range from 85 to 95 ° C.
- the work was done in a 200 l enamel apparatus with a filling capacity of 120 kg, an infinitely variable impeller stirrer, a 20 l dosing vessel and an ascending reflux condenser. After each batch, the apparatus was rinsed with water and then acetone and dried. 140-200 rpm were set as the stirrer speed.
- the major part of the aqueous phase was placed in the reactor and sodium bicarbonate, emulsifier, defoamer and protective colloid were dissolved in it at 75 ° C. for 2 hours (preliminary solution).
- the intended amount of monomer or the mixture of the monomers was placed in the metering vessel.
- the initiator (potassium persulfate) was dissolved in the remaining water and the solution was added to another metering vessel.
- the reaction temperature was kept in the range of 80 to 88 ° C. If the reflux was too strong, the monomer addition was delayed. After the monomer had been added, the temperature was raised to 85 to 95 ° C. for the after-reaction.
- the dispersions could be filled after cooling to about 35 ° C.
- the emulsion polymer was subsequently mixed with 3% by weight of PEG 12000.
- Comparative example 6.1 contains 3.5% by weight of PEG 12000 added subsequently.
- Comparative example 7.1 contains 3.5% by weight of PEG 12000 added subsequently.
- Comparative Example 8.1 5.0% by weight of PEG 12000 is added to this dispersion.
- the commercially available dispersion contains a vinyl acetate polymer at a solids concentration of 50% by weight of protective colloid: approximately 3.0% by weight of polyvinyl alcohol).
- Comparative example 9.1 contains 5.0% by weight of PEG 12000 added subsequently.
- the grades of the examined samples are summarized in the attached table.
- the shear stability of the materials from Comparative Examples 3 to 5 is poor.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Polymerisation Methods In General (AREA)
- Polymerization Catalysts (AREA)
Claims (6)
- Agents d'apprêtage des textiles, en particulier des produits textiles plats, à base de colloïdes protecteurs, en plus de polymères en émulsion constitués d'acétate de vinyle et/ou de copolymères de celui-ci avec le maléate de dibutyle, contenant de faibles quantités d'adjuvants usuels, les émulsions du polymères renfermant comme colloïde protecteur du polyéthylèneglycol, déjà présent au moins en partie au cours de la polymérisation en émulsion, caractérisé en ce que le polyéthylèneglycol possède un poids moléculaire moyen de 3000 à 50000.
- Agents selon la revendication 1, caractérisés en ce qu'ils renferment le colloïde protecteur-polyéthylèneglycol en proportions de 2 à 10 % en poids par rapport au (co)polymère en émulsion aqueuse.
- Agents selon les revendications 1 et 2, caractérisés en ce qu'ils présentent une concentration en polymère ou en copolymère d'acétate vinylique de 40 à 60 % en poids par rapport au poids total de l'agent d'apprêtage des textiles.
- Agents selon les revendications 1 à 3, caractérisés en ce qu'ils présentent une concentration en maléate de dibutyle de 0 à 50 moles %, en particulier de 5 à 45 moles %, dans chaque cas par rapport à la somme de l'acétate vinylique et du maléate de dibutyle.
- Agents salon les revendications 1 à 4, caractérisés en ce qu'ils renferment, dans le cadre des adjuvants usuels, des émulsifiants à base de tensioactifs ioniques, en particulier de produits d'addition de poly-EO à des hydrocarbures avec un atome d'hydrogène réactif, les émulsifiants préférés étant des produits d'addition d'alkylphénol-EO.
- Agents selon les revendications 1 à 5, caractérisés en ce que les autres adjuvants usuels ne représentent pas plus de 5 % en poids et que les émulsifiants sont en outre présents de préférence en proportions de 0,5 à 3 pour cent en poids, dans chaque cas par rapport au poids total de l'agent d'apprêtage des textiles.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3620679 | 1986-06-20 | ||
DE19863620679 DE3620679A1 (de) | 1986-06-20 | 1986-06-20 | Mittel zur ausruestung von textilien |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0258551A2 EP0258551A2 (fr) | 1988-03-09 |
EP0258551A3 EP0258551A3 (en) | 1990-04-11 |
EP0258551B1 true EP0258551B1 (fr) | 1992-11-25 |
Family
ID=6303318
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87108534A Expired - Lifetime EP0258551B1 (fr) | 1986-06-20 | 1987-06-12 | Produit pour le finissage de textiles |
Country Status (6)
Country | Link |
---|---|
US (1) | US4797964A (fr) |
EP (1) | EP0258551B1 (fr) |
JP (1) | JPS636174A (fr) |
BR (1) | BR8703074A (fr) |
DE (2) | DE3620679A1 (fr) |
IN (1) | IN169485B (fr) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5087487A (en) * | 1989-07-10 | 1992-02-11 | National Starch And Chemical Investment Holding Corporation | Non-thermoplastic binder for use in processing textile articles |
CA2020512C (fr) * | 1989-07-10 | 1997-05-13 | Howard G. Katz | Liants non thermoplastiques utilises dans le traitement textile |
US5056960A (en) * | 1989-12-28 | 1991-10-15 | Phillips Petroleum Company | Layered geosystem and method |
CA2106173A1 (fr) * | 1992-09-23 | 1994-03-24 | Kalliopi S. Haley | Composition de fini textile et appret raide |
AU1920995A (en) * | 1994-02-18 | 1995-09-04 | Reef Industries, Inc. | Continuous polymer and fabric composite and method |
US5436293A (en) * | 1994-02-28 | 1995-07-25 | E. I. Du Pont De Nemours And Company | Poly(vinyl alcohol) polymer blend textile sizes with improved ability to be desized |
KR20000040008A (ko) * | 1998-12-17 | 2000-07-05 | 구광시 | 나일론 연신사 제조용 유제 조성물. |
JP5339980B2 (ja) * | 2009-03-23 | 2013-11-13 | 富士フイルム株式会社 | 分散組成物及び分散組成物の製造方法 |
US20110005008A1 (en) * | 2009-04-16 | 2011-01-13 | Schoots Harrie P | Vinyl acetate/ethylene (vae) copolymers for fabric finishing |
PL3121200T3 (pl) | 2015-07-22 | 2019-06-28 | Organik Kimya Sanayi Ve Tic. A.S. | Kompozycje redyspergowalnych proszków polimerów o poprawionej odporności na uderzenie |
CN111286969B (zh) * | 2020-04-07 | 2022-09-09 | 上海兆妩品牌管理有限公司 | 防掉毛高支数羊绒围巾及其制备方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3001957A (en) * | 1957-11-08 | 1961-09-26 | Celanese Corp | Aqueous latex comprising vinyl acetate polymer and amino ether of starch and method of coating fibrous sheet material therewith |
GB1299191A (en) * | 1969-01-10 | 1972-12-06 | Turner Brothers Asbest | Treatment of abestos |
NL8001928A (nl) * | 1980-04-02 | 1981-11-02 | Synres Internationaal Nv | Werkwijze voor het maken van polymeerdispersies. |
-
1986
- 1986-06-20 DE DE19863620679 patent/DE3620679A1/de not_active Withdrawn
-
1987
- 1987-04-22 IN IN296/MAS/87A patent/IN169485B/en unknown
- 1987-06-12 DE DE8787108534T patent/DE3782782D1/de not_active Expired - Fee Related
- 1987-06-12 EP EP87108534A patent/EP0258551B1/fr not_active Expired - Lifetime
- 1987-06-19 BR BR8703074A patent/BR8703074A/pt unknown
- 1987-06-20 JP JP62154262A patent/JPS636174A/ja active Pending
- 1987-06-22 US US07/065,232 patent/US4797964A/en not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
Römpps Chemie-Lexikon, Seiten 3290, 3291 * |
Also Published As
Publication number | Publication date |
---|---|
US4797964A (en) | 1989-01-17 |
EP0258551A2 (fr) | 1988-03-09 |
DE3782782D1 (de) | 1993-01-07 |
BR8703074A (pt) | 1988-03-08 |
EP0258551A3 (en) | 1990-04-11 |
JPS636174A (ja) | 1988-01-12 |
IN169485B (fr) | 1991-10-26 |
DE3620679A1 (de) | 1987-12-23 |
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