WO1992001817A1 - Polyurethanes for priming leather - Google Patents

Polyurethanes for priming leather

Info

Publication number
WO1992001817A1
WO1992001817A1 PCT/EP1991/001271 EP9101271W WO9201817A1 WO 1992001817 A1 WO1992001817 A1 WO 1992001817A1 EP 9101271 W EP9101271 W EP 9101271W WO 9201817 A1 WO9201817 A1 WO 9201817A1
Authority
WO
Grant status
Application
Patent type
Prior art keywords
leather
weight
primer
parts
oil
Prior art date
Application number
PCT/EP1991/001271
Other languages
German (de)
French (fr)
Inventor
Rainer HÖFER
Hans-Herbert Friese
Roland Grützmacher
Gerhard Kaindl
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
Priority date (The priority date 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 date listed.)
Filing date
Publication date

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/36Hydroxylated esters of higher fatty acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0819Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0819Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
    • C08G18/0823Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666Compounds of group C08G18/48 or C08G18/52
    • C08G18/6696Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/36 or hydroxylated esters of higher fatty acids of C08G18/38
    • CCHEMISTRY; METALLURGY
    • C14SKINS; HIDES; PELTS; LEATHER
    • C14CCHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C11/00Surface finishing of leather
    • C14C11/003Surface finishing of leather using macromolecular compounds
    • C14C11/006Surface finishing of leather using macromolecular compounds using polymeric products of isocyanates (or isothiocyanates) with compounds having active hydrogen

Abstract

The invention concerns the use of special polyurethanes in the priming bath used in leather finishing.

Description

"Polyurethane primer for leather"

The invention relates to the use of specific polyurethanes in the primer fleet leather finishing.

As a leather dressing, the protective layer will be referred to, which is applied to the dried after tanning and fatliquoring leather to it schüt¬ against moisture, dirt and damage zen (Ullmann's Encyclopedia of Industrial Chemistry, 4th edition, volume 16, pages 159-163 , Verlag Chemie Weinheim, 1978). The Zu¬ directing film must meet on the leather adhere and extremely high bending and elongation requirements during further processing as well as during subsequent use. Furthermore, should the Ober¬ surface of the finish film to be tough enough to stand Wider¬ sufficient to damage by dry and wet rubbing, bumping and scratching to ensure. Thus, the Zurichtfilm can satisfy these unter¬ different requirements, it will be in a plurality of layers of different dün¬ NEN finishing liquors, particularly the primer and terminating fleets, applied with respective Zwischentrock¬ drying and, optionally, intermediate brackets and embossing.

By primer are hidden when the unzugerichteten Leather vision panel cash errors, equalized the color and thus the Sorti¬ be management improved. erungsflotten The reason therefore contain in addition to the film-forming polymer dispersions, such as thermoplastic polyacrylates, butadiene copolymers and polyurethanes, pigments and other auxiliaries. For the practical value of the finished leather it is important that the primer stungen the mechanical Bela¬, where the leather is subjected, in use, holds stand¬, and in particular having a high flexibility.

The object of the invention of dressed leather in improving physi¬-earth fastness.

It has been found that when using certain aqueous dispersions Polyure¬ than are obtained in the primer fleet leather with surprisingly high temperature flexibility and excellent rubbing.

The invention is accordingly the use of an aqueous polyurethane dispersion having a solids content between 10 and 50 wt .-% and a Brookfield viscosity at 25 ° C zwi¬ rule 10 and 50,000 mPas, the polyurethane solids as Baustei¬ ne a) polyether polyols having at least 3 OH-groups and an mittle¬ ren molecular weight 1000-20000, b alkoxylated) castor oil, alkoxylated castor oil, ring-opened with Cι_g alkyl alcohols, epoxidized glycerides and / or ring-opened with Ci-g-alkyl alcohols, epoxidized glycerides, c) ionic groups dihydroxy-supporting and / or Diaminoverbindun- gene and contains d) organic di- and / or polyisocyanates, in the primer fleet leather finishing. According to the invention to be used in the primer fleet polyvinyl lyurethane are known compounds which are used in accordance with DE 37 04 350 for the production of a filler in the automotive industry.

Prepared leather have particularly good physical fastness properties, especially low temperature flexibility and rub fastness when they are primed with a polyurethane dispersion, the Brookfield viscosity at 25 ° C is 10 to 10,000 mPas.

The average molecular weight of the ent in the polyurethane solids suspended polyether polyols is preferably between 3000 and 12000. Particularly preferred polyether polyols of the formula allgemei¬ nen

wherein R is alkoxy derived from glycerol, Digly- cerin, polyglycerol having a degree of polymerization x is between 3 and 6, trimethylolpropane or trimethylolethane, the subscript x represents the degree of polymerization of the alkoxy group, the indices y is a number between 1 and 8 and z indicate a number between 0 and 7 be¬, with the proviso that the sum of y + z is between 1 and 8, the indices a is a number between 1 and 15, b is a number zwi¬ rule 20 and 150, c is a number 1-15, d is a number rule zwi¬ means 20 and 150, and e is a number between 1 and 15, with the proviso that the sums a + c + e between 3 and 40, b + d between 40 and 300 and c + e 2-30 are. Such polyether polyols of the general formula in which R is an alkoxy radical, the propane derived from glycerol or trimethylolpropane, the indices y 2 or 3 and z is 0 or 1, with the proviso that the sum of y + z is 2 or, preferably, 3, and the subscripts a, c and e are each a number between 1 and 5, and b and d are each a number between 30 and 100, with the proviso that the sums a + c + e is between 3 and 15 b + d are between 60 and 200 and c + e 2 to 10 The polyether polyols of the allgemei¬ NEN formula are known compounds, which are accessible in a known manner by alkoxylation of glycerol, diglycerol, polyglycerol having a polymerization between 3 and 6, trimethylolpropane or trimethylolethane with ethylene oxide and propylene oxide.

As a further component of the polyurethane solids containing preferred wise castor oil, alkoxylated, preferably ring-opened with from 1 to 50 mol ethylene oxide and / or 1 to 50 moles of propylene oxide alkoxylated castor oil, with Ci-g-alkyl alcohols, epoxidized glycerides and / or with 1 to 10 mol profiled ethylene oxide and 1 to 40 moles of propylene oxide alkoxy-, ring-opened with Ci.g-alkyl alcohols, epoxidized Glyceri¬ de.

The classes of compounds as starting materials for the production of the latter two required epoxidized glycerides, ie Mi¬ mixtures of epoxidized mono-, di- and / or triglycerides, are wollsaatöl, peanut oil, palm oil by epoxidation of unsaturated oils such as soybean oil, linseed oil, tall oil, construction oil, sunflower oil, rapeseed oil and / or foot oil, accessible. According to the DE-PS 857 364 in be¬ method described unsaturated glycerides gebil¬ deterministic performic acid can be epoxidized by reaction with peracetic acid in the presence of acidic catalysts or with in situ from formic acid and hydrogen peroxide. Subsequently, the epoxidized glycerides with monohydric alkyl alcohols Cι_8 are spielsweise methanol, ethanol, n-propanol, iso-propanol, n-buta nol, n-pentanol, n-hexanol, n-heptanol, n-octanol and / or 2-ethylhexanol, methoxide or potassium hydroxide in the presence of catalysts, for example sodium, is reacted with opening of the oxirane ring. Preferably, the ring opening is leading with methanol durchge. Then, the ring-opened epoxidized Glyce¬ can ride alkoxylating in known manner with ethylene oxide and / or oxide Propylen¬. The alkylene oxides are preferably used in amounts such that per mol of ring-opened glycerol rid 1 to 10 moles of ethylene oxide and 1 to 40 moles of propylene oxide anla¬ like.

In order to ensure the dispersibility in water, according to the invention to be used polyurethanes containing one or more carboxylate, sulfonate and / or ammonium groups, such as dimethylolpropionic acid, sulfonate aliphatic diols according to a further component dihydroxy and / or diamino compounds, preferably as an ionic group DE-OS 24 46 440 or anionic emulsifiers inner incorporable in accordance with DE-OS 2 651 506th

Suitable organic di- and / or polyisocyanates are suitable aliphati¬-specific and / or aromatic di- and / or triisocyanates, beispiels¬ as dicyclohexylmethane-4,4'-diisocyanate, 1,6-hexane diisocyanate, 3-l-3,5 Isocyanatometh , 5-trimethylcyclohexyl isocyanate (isophorone diisocyanate), Tetramethylendiisocyanate, Trimethylhexamethylendi- isocyanate, toluene-2,6-diisocyanate Dimerfettsäurediisocyanate, 1,4-phenylene diisocyanate, diphenylmethane diisocyanates, toluene-2,4- and / or 2,4,4 '-Triisocyanato-diphenyl ether and / or 4' (4 '' f 4 '' '-Triisocyanato-triphenylmethane. ali¬ phatic diisocyanates, in particular isophorone diisocyanate, di cyclohexylmethane-4,4'-diisocyanate are preferred, 1,6-hexane diisocyanate and / or Dimerfettsäurediisocyanate.

Furthermore, so-called blocked di- and / or Polyisocya- nate be used in combination with the above-mentioned non-blocked di- and / or polyisocyanates. The blocked di- and polyisocyanates are stable at room temperature with hydroxyl groups and react only at temperatures above 100 ° C. Based on the total amount of di- used and / or polyisocyanates, the content of blocked di- and / or polyisocyanates is between 0 and 60 wt .-%, preferably between 0 and 10 wt .-%. The preparation of blocked di-.and polyvinyl lyisocyanate carried out by reaction of organic di- or Polyiso¬ cyanates with one or more alcohols in such quantities that all the isocyanate groups are blocked.

As a further component, the polyurethanes can keep ent water-soluble Dia¬ mine, for example, ethylene and / or isophoronediamine.

In the invention, be used according to the polyurethanes is Ge weight ratio of components a) to components b) between 90: 10 and 10: 90. With respect to the components a) and b) ent keep the polyurethanes 1 to 50 wt .-% ionic groups bearing dihydroxy and / or diamino compounds. The OH / NCO Äquivalentver- ratio is between 1: 0.5 and 1: 2.0. The polyurethanes are prepared in a manner known per se, in which, for example, di- and / or polyisocyanates with a) Polyetherpo- lyolen, b) castor oil, alkoxylated castor oil, with pick-Cι_g Alkylalko- ring-opened epoxidized glycerides and / or th alkoxylated, with Ci-8-alkyl alcohols ring-opened epoxidized the Glyceri¬ and c) compounds ionic group-containing dihydroxy and / or Diamino¬, optionally in the presence of solvents such as N-methylpyrrolidone, and optionally catalysts such as N-methyl- orpholin, at temperatures between 50 and 100 ° C are converted to a pre-polymer having terminal isocyanate groups. An¬ proposes eating the prepoly obtained is dispersed it sets at temperatures between 40 and 60 ° C in water and optionally with verlängeren Ketten¬, such as diamines, for example ethylene diamine in, umge¬.

According to the invention to be used in aqueous Polyurethandispersio¬ NEN having a solids content between 10 and 50 wt .-% are sets einge¬ in waterborne primer liquors in amounts of 5 to 80 wt .-%. As further constituents, the primer fleets pigment preparations, film-forming substances in the form of aqueous dispersions, such as polyacrylates and / or polyurethanes, binders and fillers, for example, wax dispersions or casein, matting agents, contain penetrators with solvent contents and / or plasticizers. The primer liquors can be applied in one pass or in several successive operations on the leather, wherein after the individual Ar¬ beitsgängen at temperatures between 50 ° C and 120 ° C is dried. can decoding order between the Grundieraufträgen or after the last Grun¬ after drying in a known manner at Temperatu¬ ren be ironed or coined between 50 ° C and 120 ° C. The primer liquors may be applied by spraying, plushing, casting, blade coating and / or roller application to the leather. Then it gets a customary closing varnish.

The trimmed with an invention in the primer fleet Denden to verwen¬ polyurethane leather have excellent phy¬ sikalische fastness. The battered leather are not only in the wet and dry state by a high degree of flexibility, but also at temperatures of -20 ° C and lower. The direct wei¬ they have good rub fastness both in the dry and in the wet.

EXAMPLES

Preparation of the polyurethane dispersion I

In a nitrogen atmosphere of a dried Glycerinpolyetherpolyols the general formula with 14 ethylene oxide units and propylene oxide units 132, 100.7 g of castor oil and 28.4 g of N-methylpyrrolidone with stirring at 20 ° C were added to a mixture of 127.4 g in succession 46.8 g of triethylamine the di ethylolpropionsäure and, 157.4 g of isophorone diisocyanate. The reaction mixture was heated to 75 ° C. After reaching a konstan¬ th NCO content 539.3 g deionized water were added to the dispersion and chain extension at 50 ° C. There was obtained having a Brookfield viscosity at 25 ° C of 300 Pas, a polyvinyl lyurethan dispersion.

Anwendunosbeispiele

"Weight Te le" means "parts by weight"

Use Example 1 upper leather, ground

primer

The composition of the primer fleet:

100 parts by weight of aqueous pigment preparation 50 parts by weight of matting edium based on silica 40 parts by weight of filler based on 130 parts by weight of the wax dispersion according to the invention the polyurethane dispersion I 100 parts by weight of polyacrylate Disperion 160 parts by weight of water

The primer fleet was applied by roller coating to the cover. After drying at 50 ° C was at 80 ° C and 150 bar shaped.

Graduation

The conclusion was made in a known manner by spraying a dilute wä߬ rig nitrocellulose emulsion.

The physical examination of the battered leather gave the following values:

Bally Flexometers dry wet 100,000 Flexes Flexes 50,000

-25 ° C 10,000 flexes

Rub fastness according Veslic dry friction 300 100 wet friction

Anwendunosbeispiel 2 Furniture leather, full grain

primer

Composition of the primer liquor: 100 parts by weight of aqueous pigment preparation

30 parts by weight Wachsdisperion

20 parts by weight polyurethane dispersion for adhesion Teiile

30 parts by weight of a matting agent based on silica

100 parts polyacrylate dispersion Teiile

160 parts by weight Teiile inventive polyurethane dispersion I

350 parts by weight of water Teiile

The leather was sprayed with the primer Fleet 4 x, after the

Drying at 50 ° C, at 80 ° C and geport 150 bar, once again sprayed with the primer liquor and then ge at 80 ° C dry.

Graduation

The conclusion was made in a known manner by double Sprit¬ zen an organically diluted polyurethane varnish emulsion.

The physical examination of the battered leather gave the following values:

Bally Flexometers dry 100.000 Flexes

-20 ° C 10,000 flexes

Fastness to rubbing according to Veslic dry friction 1,000 300 wet friction alkaline perspiration solution frictions 100 Application Example 3 Sheep garment leather

primer

The composition of the primer fleet:

100 parts by weight of aqueous pigment preparation

30 parts by weight casein

50 parts by weight wax dispersion

50 parts by weight of solvent based Penetrator

100 parts by weight polyacrylate Disperion

60 parts by weight polyurethane dispersion I according to the invention

500 parts by weight of water

The leather was sprayed with the primer fleet 4 x and da¬ by at 80 ° C dried.

Graduation

As a conclusion of an aqueous dilute aceto- butyrate emulsion was injected 2 x in known manner.

The physical examination of zurgerichteten leather gave the following values:

Bally Flexo eter dry 50,000 20,000 Flexes Flexes wet

Fastness to rubbing according to Veslic dry 150 wet rubs 50 rubs

Claims

P atentanspr ü che
1. Use of an aqueous polyurethane dispersion having a solids content between 10 and 50 wt .-% and a Brookfield viscosity at 25 ° C from 10 to 50000 Pas, the polyurethane solid one as building blocks a) polyether polyols having at least 3 OH groups, and mitt¬ sized molecular weight 1000-20000, b alkoxylated) castor oil, alkoxylated castor oil, ring-opened with Cι_8 alkyl alcohols, epoxidized glycerides, and / or, with Cι_8 ~ ring-opened alkyl alcohols, epoxidized Glyceri¬ de, c) ionic group-carrying dihydroxy and / or compounds containing Diaminover¬ and d) organic di- and / or polyisocyanates, in the primer fleet leather finishing.
2. Use according to claim 1, characterized in that the aqueous polyurethane dispersion has a Brookfield viscosity at 25 ° C from 10 to 10,000 mPas.
3. Use according to one or both of claims 1 to 2, da¬ by in that the average molecular weight of the polyether polyols is from 3000 to 12,000.
4. Use according to one or more of claims 1 to 3, characterized in that polyether compounds of the general formula are, where R is an alkoxy radical, is derived from Glyce¬ rin, diglycerol polyglycerol having a degree of polymerization x is between 3 and 6, trimethylolpropane or trimethylolethane ab¬, the index x is the degree of polymerization of the alkoxy group means the indices y is a number between 1 and 8, and z is a number between 0 and 7, with the proviso that the sum of y + z is between 1 and 8, the indices a is a number between 1 and 15, b is a number between 20 and 150, c is a number zwi¬ rule 1 and 15, d is a number between 20 and 150, and e is a number between 1 and 15, with the proviso that the Sum¬ men a + c + e between 3 and 40, b + d between 40 and 300 and c + e between 2 and 30 lie.
Use according to one or more of claims 1 to 4, characterized in that the polyurethane contains solids are aliphatic diisocyanates.
PCT/EP1991/001271 1990-07-16 1991-07-08 Polyurethanes for priming leather WO1992001817A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEP4022539.9 1990-07-16
DE19904022539 DE4022539A1 (en) 1990-07-16 1990-07-16 Polyurethanes for the ledergrundierug

Publications (1)

Publication Number Publication Date
WO1992001817A1 true true WO1992001817A1 (en) 1992-02-06

Family

ID=6410351

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1991/001271 WO1992001817A1 (en) 1990-07-16 1991-07-08 Polyurethanes for priming leather

Country Status (2)

Country Link
DE (1) DE4022539A1 (en)
WO (1) WO1992001817A1 (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE9303951U1 (en) * 1993-03-17 1993-06-17 Helcor-Leder-Tec Gmbh, 3452 Hehlen, De
EP0647665A2 (en) * 1993-10-12 1995-04-12 The Thompson Minwax Company Self-crosslinkable water-dispersible poly(urethane-urea)compositions
EP0682049A1 (en) * 1994-05-09 1995-11-15 Hoechst Aktiengesellschaft Hydrophilic polyurethane-polyureas and their use as a dispersant for synthetic resins
EP0712877A1 (en) 1994-11-16 1996-05-22 Sika AG, vorm. Kaspar Winkler & Co. Aqueous polymer dispersions, process for their preparation and their use
US5961495A (en) * 1998-02-20 1999-10-05 Becton, Dickinson And Company Medication delivery pen having a priming mechanism
US7754811B2 (en) 2007-08-22 2010-07-13 Bayer Materialscience Ag NC-PU dispersions with accelerated drying

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE29806416U1 (en) * 1998-04-08 1998-07-30 Schaefer Philipp Goatskin with a grained coating
EP1045039B1 (en) * 1999-04-15 2004-02-18 Alexander Dr. Harsanyi Method for the preparation of leather from fish skin
DE102010021465A1 (en) * 2010-05-25 2011-12-01 Clariant International Ltd. Aqueous polyurethane-polyurea dispersions

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1445204A1 (en) * 1960-08-01 1969-01-23 Allied Chem Paints for patent leather
EP0278278A1 (en) * 1987-01-29 1988-08-17 Henkel Kommanditgesellschaft auf Aktien Coating and finishing agent for leather
EP0278394A2 (en) * 1987-02-12 1988-08-17 Henkel Kommanditgesellschaft auf Aktien Water-dilutable coatings

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1445204A1 (en) * 1960-08-01 1969-01-23 Allied Chem Paints for patent leather
EP0278278A1 (en) * 1987-01-29 1988-08-17 Henkel Kommanditgesellschaft auf Aktien Coating and finishing agent for leather
EP0278394A2 (en) * 1987-02-12 1988-08-17 Henkel Kommanditgesellschaft auf Aktien Water-dilutable coatings

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE9303951U1 (en) * 1993-03-17 1993-06-17 Helcor-Leder-Tec Gmbh, 3452 Hehlen, De
EP0647665A2 (en) * 1993-10-12 1995-04-12 The Thompson Minwax Company Self-crosslinkable water-dispersible poly(urethane-urea)compositions
EP0647665A3 (en) * 1993-10-12 1995-09-27 Eastman Kodak Co Self-crosslinkable water-dispersible poly(urethane-urea)compositions.
EP0682049A1 (en) * 1994-05-09 1995-11-15 Hoechst Aktiengesellschaft Hydrophilic polyurethane-polyureas and their use as a dispersant for synthetic resins
EP0712877A1 (en) 1994-11-16 1996-05-22 Sika AG, vorm. Kaspar Winkler & Co. Aqueous polymer dispersions, process for their preparation and their use
US5961495A (en) * 1998-02-20 1999-10-05 Becton, Dickinson And Company Medication delivery pen having a priming mechanism
US7754811B2 (en) 2007-08-22 2010-07-13 Bayer Materialscience Ag NC-PU dispersions with accelerated drying

Also Published As

Publication number Publication date Type
DE4022539A1 (en) 1992-01-23 application

Similar Documents

Publication Publication Date Title
US4742095A (en) Continuous process for the production of aqueous polyurethane-urea dispersions
US4192937A (en) Process for the preparation of isocyanate polyaddition products which have hydroxyl groups in side chains
US6479612B1 (en) Fluorochemical water and oil repellents
US5623016A (en) Aqueous, autocrosslinking polyurethane-vinyl hybrid dispersions
US6046295A (en) Room temperature curable silane-terminated polyurethane dispersions
US4745151A (en) Process for the production of aqueous dispersions of polyurethane polyureas, the dispersions obtainable by this process and their use as coating compositions
US6559225B1 (en) Polyurethane dispersions
US6586523B1 (en) Self-crosslinking polyurethane, polyurethane polyurea or polyurea dispersions for sizing agents
US6642303B2 (en) Polyurethane-polyurea dispersions as coating compositions
US4870129A (en) Adhesive and use of the adhesive for the formation of bonds
US5306764A (en) Water dispersible polyurethane and process for preparation thereof
US4248756A (en) Thermosetting coating compositions and process for the coating of substrates
US6787596B1 (en) Solvent-free polyrethane-polymer-hybrid-dispersion and use thereof
US4507413A (en) Process for the preparation of coating compositions, aqueous dispersions of PU reactive systems and their use for coating
US3491067A (en) Alkylolated polyurethane resins derived from hydroxy ethyl carbamate and their use
US20040192835A1 (en) Aqueous fluoromodified polyurethane system for anti-graffiti and anti-soiling coatings
US6031041A (en) Polyurethane hybrid dispersions and coatings having increased wet adhesion and solvent resistance
US4834764A (en) Process for obtaining wash-and cleaning resistant textile finishes with reactive perfluoroalkyl-containing (co) polymers and/or precondensates and a blocked isocyanate compound
EP0273449A1 (en) Aqueous dispersions of fluorinated polyurethanes and their use for textile coatings
US20030198819A1 (en) Aqueous polysiloxane-polyurethane dispersion, its preparation and use in coating compositions
US5654391A (en) Aqueous dispersion based on polymer/polyurethane resins, process for the production thereof, coating compositions and use thereof
US5177141A (en) Coating materials containing pur dispersions and solvents and their use for the preparation of water vapor permeable pur coatings
EP0348350A1 (en) Heteroatom containing perfluoroalkyl terminated neopentyl glycols and polymers therefrom
US3726838A (en) Polyurethane based coating compositions
US3867350A (en) Polyurethane urea elastomers based on polycarbonate macrodiols

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): JP US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IT LU NL SE