DD271333A5 - Verfahren zur herstellung von fluor und polysiloxan enthaltenden urethanen - Google Patents

Verfahren zur herstellung von fluor und polysiloxan enthaltenden urethanen Download PDF

Info

Publication number: DD271333A5
Authority: DD; German Democratic Republic
Prior art keywords: polysiloxane; radical; formula; fluoroalcohol; mol
Prior art date: 1987-07-07

Application number

DD88317591A

Other languages

German (de)

English (en)

Inventor

Frank Wehowsky

Martin Liebiger

Original Assignee

��@��k��

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.)

1987-07-07

Filing date

1988-07-05

Publication date

1989-08-30

1988-07-05 Application filed by ��@��k�� filed Critical ��@��k��

1989-08-30 Publication of DD271333A5 publication Critical patent/DD271333A5/de

Links

-1 POLYSILOXANE Polymers 0.000 title claims abstract description 69
229920001296 polysiloxane Polymers 0.000 title claims abstract description 40
150000003673 urethanes Chemical class 0.000 title claims abstract description 29
238000000034 method Methods 0.000 title claims description 21
238000002360 preparation method Methods 0.000 title claims description 6
239000012948 isocyanate Substances 0.000 claims abstract description 28
239000004753 textile Substances 0.000 claims abstract description 20
239000010985 leather Substances 0.000 claims abstract description 14
125000001153 fluoro group Chemical group F* 0.000 claims abstract description 5
239000002023 wood Substances 0.000 claims abstract description 4
238000006243 chemical reaction Methods 0.000 claims description 35
125000004432 carbon atom Chemical group C* 0.000 claims description 17
125000000217 alkyl group Chemical group 0.000 claims description 4
125000005010 perfluoroalkyl group Chemical group 0.000 claims description 2
150000001875 compounds Chemical class 0.000 claims 1
AQYSYJUIMQTRMV-UHFFFAOYSA-N hypofluorous acid Chemical compound FO AQYSYJUIMQTRMV-UHFFFAOYSA-N 0.000 description 20
239000000047 product Substances 0.000 description 20
239000002904 solvent Substances 0.000 description 17
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 15
239000004744 fabric Substances 0.000 description 14
239000000203 mixture Substances 0.000 description 13
239000000243 solution Substances 0.000 description 13
150000002513 isocyanates Chemical class 0.000 description 12
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 11
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 8
229910052731 fluorine Inorganic materials 0.000 description 8
239000011737 fluorine Substances 0.000 description 8
239000000463 material Substances 0.000 description 8
238000003756 stirring Methods 0.000 description 8
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 7
239000011521 glass Substances 0.000 description 7
238000010992 reflux Methods 0.000 description 7
KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
238000011282 treatment Methods 0.000 description 6
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
239000004480 active ingredient Substances 0.000 description 5
229920000742 Cotton Polymers 0.000 description 4
239000002841 Lewis acid Substances 0.000 description 4
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
238000009835 boiling Methods 0.000 description 4
239000003054 catalyst Substances 0.000 description 4
239000012975 dibutyltin dilaurate Substances 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 4
150000007517 lewis acids Chemical class 0.000 description 4
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
239000004952 Polyamide Substances 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
229920002647 polyamide Polymers 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
238000005507 spraying Methods 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
239000005662 Paraffin oil Substances 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
239000013543 active substance Substances 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
230000002209 hydrophobic effect Effects 0.000 description 2
239000007788 liquid Substances 0.000 description 2
GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
239000007858 starting material Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 2
BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
241001235661 Acteon Species 0.000 description 1
235000011293 Brassica napus Nutrition 0.000 description 1
240000008100 Brassica rapa Species 0.000 description 1
235000000540 Brassica rapa subsp rapa Nutrition 0.000 description 1
101150065749 Churc1 gene Proteins 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
241001494479 Pecora Species 0.000 description 1
102100038239 Protein Churchill Human genes 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
235000015278 beef Nutrition 0.000 description 1
JUJRMTNHBJLYTE-UHFFFAOYSA-N butan-2-one;1,1,2-trichloro-1,2,2-trifluoroethane Chemical compound CCC(C)=O.FC(F)(Cl)C(F)(Cl)Cl JUJRMTNHBJLYTE-UHFFFAOYSA-N 0.000 description 1
239000001273 butane Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000013256 coordination polymer Substances 0.000 description 1
125000005442 diisocyanate group Chemical group 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
150000002168 ethanoic acid esters Chemical class 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
229960004279 formaldehyde Drugs 0.000 description 1
235000019256 formaldehyde Nutrition 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
YCOZIPAWZNQLMR-UHFFFAOYSA-N heptane - octane Natural products CCCCCCCCCCCCCCC YCOZIPAWZNQLMR-UHFFFAOYSA-N 0.000 description 1
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
229940094933 n-dodecane Drugs 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
235000015277 pork Nutrition 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
238000009736 wetting Methods 0.000 description 1
210000002268 wool Anatomy 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—Polysiloxanes
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/8083—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/8087—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen containing halogen atoms
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/385—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing halogens
- 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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/653—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain modified by isocyanate compounds
- 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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/657—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing fluorine

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Textile Engineering (AREA)
General Chemical & Material Sciences (AREA)
Silicon Polymers (AREA)
Polyurethanes Or Polyureas (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

DD88317591A 1987-07-07 1988-07-05 Verfahren zur herstellung von fluor und polysiloxan enthaltenden urethanen DD271333A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19873722375 DE3722375A1 (de)	1987-07-07	1987-07-07	Fluor und polysiloxan enthaltende urethane, verfahren zu ihrer herstellung und ihre verwendung

Publications (1)

Publication Number	Publication Date
DD271333A5 true DD271333A5 (de)	1989-08-30

Family

ID=6331047

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD88317591A DD271333A5 (de)	1987-07-07	1988-07-05	Verfahren zur herstellung von fluor und polysiloxan enthaltenden urethanen

Country Status (10)

Country	Link
US (1)	US4873306A (fr)
EP (1)	EP0298364B1 (fr)
JP (1)	JPS6429432A (fr)
KR (1)	KR970004935B1 (fr)
AT (1)	ATE95530T1 (fr)
AU (1)	AU602225B2 (fr)
BR (1)	BR8803366A (fr)
CA (1)	CA1328461C (fr)
DD (1)	DD271333A5 (fr)
DE (2)	DE3722375A1 (fr)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3831452A1 (de) *	1988-01-29	1990-03-22	Pfersee Chem Fab	Verwendung von modifizierten, perfluoraliphatische gruppen enthaltenden polyurethanen zusammen mit textilhilfsmitteln zur oel- und wasserabweisenden ausruestung von textilmaterialien
US5098446A (en) *	1989-10-13	1992-03-24	Minnesota Mining And Manufacturing Company	Use of fluorochemicals in leather manufacture
US5057377A (en) *	1990-05-16	1991-10-15	Ciba-Geigy Corporation	Fluorinated silicon polymers
EP0467083A3 (en) *	1990-07-14	1992-09-09	Pfersee Chemie Gmbh	Perfluoroaliphatic group-containing copolymers with urethane and siloxane units
DE4022443A1 (de) *	1990-07-14	1992-01-16	Pfersee Chem Fab	Perfluoraliphatische gruppen enthaltende copolymere mit urethan- und siloxaneinheiten
CA2090302A1 (fr) *	1992-03-20	1993-09-21	Larry D. Rich	Composes a base de silane pour l'hydrofugation et l'oleofugation (dispersions huile-eau) d'elements de maconnerie
DE4244951C2 (de) *	1992-12-01	1998-08-06	Minnesota Mining & Mfg	Fasersubstrat mit Wasser-, Öl-, Schmutzabweisungsvermögen und Weichgriffigkeit
ES2132198T3 (es) *	1992-12-30	1999-08-16	Ici Plc	Procedimiento para la produccion de espumas rigidas.
JP3520522B2 (ja) *	1994-05-30	2004-04-19	ダイキン工業株式会社	フルオロシリコーン化合物および該化合物を含有する組成物
DE19610111A1 (de) *	1996-03-14	1997-09-18	Wacker Chemie Gmbh	Zusammensetzungen für die wasser- und ölabweisende Behandlung saugfähiger Materialien
ES2143125T3 (es)	1996-11-07	2000-05-01	Minnesota Mining & Mfg	Uso de copolimeros anfifilicos que contienen un monomero fluorado para impartir impermeabilidad al cuero.
US6294103B1 (en)	1996-11-07	2001-09-25	3M Innovative Properties Company	Use of amphiphilic copolymers containing a fluorinated monomer to impart waterproofness to leather
DE69823685T2 (de) *	1997-09-29	2004-10-07	Dow Chemical Co	Flüssige urethanzusammensetzungen für textilbeschichtungen
US6525127B1 (en)	1999-05-11	2003-02-25	3M Innovative Properties Company	Alkylated fluorochemical oligomers and use thereof in the treatment of fibrous substrates
US7049379B2 (en)	1999-05-11	2006-05-23	3M Innovative Properties Company	Alkylated fluorochemical oligomers and use thereof in the treatment of fibrous substrates
US7160480B2 (en) *	2005-02-22	2007-01-09	E. I. Du Pont De Nemours And Company	Leather treated with fluorochemicals
GB2427868A (en) *	2005-07-04	2007-01-10	Samuel Michael Baker	Cellulosic products having oleophobic and hydrophobic properties
RU2448972C1 (ru) *	2010-10-04	2012-04-27	Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Московский государственный университет тонких химических технологий имени М.В. Ломоносова" (МИТХТ)	Способ получения о-силилуретанов
KR20140106641A (ko) *	2011-12-06	2014-09-03	다우 코닝 코포레이션	경화성 실리콘 조성물, 경화물, 제조품, 방법 및 용도
CN108976454B (zh) *	2018-06-08	2020-11-03	东南大学	一种光学显示用氟硅离型膜的制备方法
CN114133552B (zh) *	2021-11-30	2023-12-12	山东一诺威新材料有限公司	疏水型聚醚多元醇及其制备方法
CN117089657B (zh) *	2023-08-18	2024-08-09	齐鲁工业大学(山东省科学院)	基于胺-烯加成合成的含氟硅烷改性生皮材料的制备与应用

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR1316488A (fr) *	1961-09-01	1963-02-01	Minnesota Mining & Mfg	Compositions fluorocarburées
DE1795262B2 (de) *	1968-08-30	1972-12-07	Farbwerke Hoechst AG, vormals Mei ster Lucius & Bruning, 6000 Frankfurt	Verfahren zur herstellung von fluor- und siliciumhaltigen polykondensaten
US4098742A (en) *	1977-01-24	1978-07-04	Ciba-Geigy Corporation	Fluorine and silicone containing polymers
US4508916A (en) *	1979-04-11	1985-04-02	Minnesota Mining And Manufacturing Company	Curable substituted urethane acrylates
DE3338663C1 (de) *	1983-10-25	1985-05-23	Th. Goldschmidt Ag, 4300 Essen	Siliciumorganische Verbindungen und diese enthaltende Textilfaserpraeparationen
US4668406A (en) *	1984-04-02	1987-05-26	Minnesota Mining And Manufacturing Company	Fluorochemical biuret compositions and fibrous substrates treated therewith
DE3530967A1 (de) *	1985-08-30	1987-03-05	Hoechst Ag	Perfluoralkyl- und epichlorhydrin-gruppen enthaltende urethane, diese urethane enthaltende waessrige dispersionen und ihre verwendung
DE3540147A1 (de) *	1985-11-13	1987-05-14	Hoechst Ag	Perfluoralkylgruppen, epichlorhydringruppen und dialkoholreste enthaltende urethane, verfahren zu ihrer herstellung und ihre verwendung
JP2502061B2 (ja) *	1986-03-18	1996-05-29	旭硝子株式会社	柔軟性の高い撥水撥油剤
US4724248A (en) *	1986-07-02	1988-02-09	Ciba-Geigy Corporation	Voltage stabilizing esters and urethanes
DE3622284A1 (de) *	1986-07-03	1988-01-07	Hoechst Ag	Urethane aus aliphatischen fluoralkoholen, isocyanaten und aromatischen verbindungen, verfahren zu ihrer herstellung und ihre verwendung

1987
- 1987-07-07 DE DE19873722375 patent/DE3722375A1/de not_active Withdrawn
1988
- 1988-06-30 EP EP88110435A patent/EP0298364B1/fr not_active Expired - Lifetime
- 1988-06-30 AT AT88110435T patent/ATE95530T1/de not_active IP Right Cessation
- 1988-06-30 DE DE88110435T patent/DE3884684D1/de not_active Expired - Fee Related
- 1988-07-05 DD DD88317591A patent/DD271333A5/de not_active IP Right Cessation
- 1988-07-05 US US07/215,202 patent/US4873306A/en not_active Expired - Fee Related
- 1988-07-06 AU AU18761/88A patent/AU602225B2/en not_active Ceased
- 1988-07-06 BR BR8803366A patent/BR8803366A/pt not_active IP Right Cessation
- 1988-07-06 CA CA000571196A patent/CA1328461C/fr not_active Expired - Fee Related
- 1988-07-06 KR KR1019880008343A patent/KR970004935B1/ko not_active Expired - Fee Related
- 1988-07-06 JP JP63167011A patent/JPS6429432A/ja active Pending

Also Published As

Publication number	Publication date
CA1328461C (fr)	1994-04-12
BR8803366A (pt)	1989-01-31
DE3884684D1 (de)	1993-11-11
EP0298364A3 (en)	1990-12-19
JPS6429432A (en)	1989-01-31
AU1876188A (en)	1989-01-12
ATE95530T1 (de)	1993-10-15
EP0298364A2 (fr)	1989-01-11
EP0298364B1 (fr)	1993-10-06
AU602225B2 (en)	1990-10-04
DE3722375A1 (de)	1989-01-19
US4873306A (en)	1989-10-10
KR890002263A (ko)	1989-04-10
KR970004935B1 (ko)	1997-04-10

Legal Events

Date	Code	Title	Description
2000-06-08	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DD271333A5 (de)	1989-08-30	Verfahren zur herstellung von fluor und polysiloxan enthaltenden urethanen
EP0253186B1 (fr)	1991-06-19	Uréthanes d'alcools aliphatiques fluorés, isocyanates et composés aromatiques, leur procédé de préparation et leur utilisation
DE10325094B4 (de)	2006-02-16	Zubereitungen für die öl- und wasserabweisende Ausrüstung von Flächengebilden und deren Anwendung
EP1485533B1 (fr)	2008-07-16	Preparations a base d'eau et/ou de solvants organiques et leur utilisation comme appret sur des produits plats
EP0073364B1 (fr)	1985-11-21	Procédé pour la préparation de produits de condensation contenant des substituants perfluoroalcoyles, les produits de condensation ainsi préparés et leur utilisation
DE69030564T2 (de)	1997-09-25	Stickstoff enthaltende organische Polyfluorverbindungen
EP0213580B1 (fr)	1990-07-18	Uréthanes contenant des groupements perfluoralcoyle et épichlorhydrine, leur dispersion aqueuse et leur application
EP0322759B1 (fr)	1993-09-01	Méthanes préparés de fluoro alcools, isocyanates et composés aromatiques substituées, procédé de leur préparation et leur utilisation
DE3943127A1 (de)	1991-07-04	Urethane als aliphatischen fluoralkoholen, isocyanaten und carbonsaeuren, verfahren zu ihrer herstellung und ihre verwendung
EP0304016A1 (fr)	1989-02-22	Uréthanes méthylolés et le cas échéant éthérifiés, contenant des groupes fluoroalkyle
EP0222334B1 (fr)	1991-09-04	Uréthanes contenant des groupements perfluoroalcoyle, groupes obtenus à partir d'épichlorhydrine et des restes diols, procédé de préparation et utilisation
EP1013687B1 (fr)	2005-04-13	Dispersions aqueuses pour l'ennoblissement textile
DE3802633A1 (de)	1989-08-03	Modifizierte, perfluoraliphatische gruppen enthaltende polyurethane und deren verwendung
DD249267A5 (de)	1987-09-02	Perfluoralkyl- und epichlorhydrin-gruppen enthaltende urethane, diese urethane enthaltende waessrige dispersionen und ihre verwendung
EP0467083A2 (fr)	1992-01-22	Copolymères à motifs uréthane et siloxane contenant des groupes aliphatiques perfluorés
US3632571A (en)	1972-01-04	Fluoro alcohol/polyisocyanate adducts containing aziridinyl groups
DE3605844A1 (de)	1987-08-27	Perfluoralkyl- und epichlorhydrin-gruppen enthaltende urethane, diese urethane enthaltende waessrige dispersionen und ihre verwendung
AT254128B (de)	1967-05-10	Verfahren zur Herstellung von in organischen Lösungsmitteln löslichen Produkten zur ölabweisenden Ausrüstung von Textilien