CN1269853A - 氨基硅氧烷－聚醚聚合物 - Google Patents
氨基硅氧烷－聚醚聚合物 Download PDFInfo
- Publication number
- CN1269853A CN1269853A CN98808945A CN98808945A CN1269853A CN 1269853 A CN1269853 A CN 1269853A CN 98808945 A CN98808945 A CN 98808945A CN 98808945 A CN98808945 A CN 98808945A CN 1269853 A CN1269853 A CN 1269853A
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- CN
- China
- Prior art keywords
- alkoxyl
- silane
- different
- alkyl
- organopolysiloxane
- 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.)
- Pending
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- -1 Aminosiloxane Chemical class 0.000 title claims description 46
- 229920000570 polyether Polymers 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims abstract description 38
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 125000005375 organosiloxane group Chemical group 0.000 claims abstract description 18
- 229910000077 silane Inorganic materials 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 16
- 229920001296 polysiloxane Polymers 0.000 claims description 25
- 125000003545 alkoxy group Chemical group 0.000 claims description 23
- 239000004744 fabric Substances 0.000 claims description 18
- 229910018540 Si C Inorganic materials 0.000 claims description 15
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 238000004448 titration Methods 0.000 claims description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 abstract 1
- 125000001302 tertiary amino group Chemical group 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 239000002585 base Substances 0.000 description 25
- 239000007788 liquid Substances 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 125000000524 functional group Chemical group 0.000 description 8
- 229920005573 silicon-containing polymer Polymers 0.000 description 8
- 125000003368 amide group Chemical group 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- 229920001451 polypropylene glycol Polymers 0.000 description 5
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 5
- MZWXWSVCNSPBLH-UHFFFAOYSA-N 3-(3-aminopropyl-methoxy-methylsilyl)oxypropan-1-amine Chemical compound NCCC[Si](C)(OC)OCCCN MZWXWSVCNSPBLH-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- 230000006837 decompression Effects 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000908 ammonium hydroxide Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000006459 hydrosilylation reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 3
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 230000010148 water-pollination Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 229920005830 Polyurethane Foam Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 125000006038 hexenyl group Chemical group 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- KIWSYRHAAPLJFJ-DNZSEPECSA-N n-[(e,2z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enyl]pyridine-3-carboxamide Chemical compound [O-][N+](=O)C(C)C(/CC)=C/C(=N/O)/CNC(=O)C1=CC=CN=C1 KIWSYRHAAPLJFJ-DNZSEPECSA-N 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000011496 polyurethane foam Substances 0.000 description 2
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 2
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 2
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- PYSGFFTXMUWEOT-UHFFFAOYSA-N 3-(dimethylamino)propan-1-ol Chemical compound CN(C)CCCO PYSGFFTXMUWEOT-UHFFFAOYSA-N 0.000 description 1
- ZRBPLFDXISTAAG-UHFFFAOYSA-N 3-[3-aminopropyl(dimethoxy)silyl]propan-1-amine Chemical compound NCCC[Si](OC)(CCCN)OC ZRBPLFDXISTAAG-UHFFFAOYSA-N 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229910018557 Si O Inorganic materials 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 229920013822 aminosilicone Polymers 0.000 description 1
- 125000005018 aryl alkenyl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010953 base metal Substances 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 1
- 150000004651 carbonic acid esters Chemical class 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical group 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 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
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000001047 cyclobutenyl group Chemical group C1(=CCC1)* 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 238000005202 decontamination Methods 0.000 description 1
- 230000003588 decontaminative effect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 150000007517 lewis acids Chemical group 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- DJFBJKSMACBYBD-UHFFFAOYSA-N phosphane;hydrate Chemical group O.P DJFBJKSMACBYBD-UHFFFAOYSA-N 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 238000006884 silylation reaction Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 125000002769 thiazolinyl group Chemical group 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
- B01D19/0409—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing Si-atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
- B01D19/0413—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing N-atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
-
- 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
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- 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
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
-
- 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
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino 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
- 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
- D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
-
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Abstract
本发明涉及用一种组合物处理织物的一种方法,该组合物包含至少一种(A)具有至少一种带有伯、仲和/或叔氨基的单价Si－C键联基及具有至少一种(B)通过Si－O－C键联的(异)烷氧基的硅烷或有机硅氧烷。
Description
本发明涉及一种处理织物的方法，其使用基于含有氨烷基和(异)烷氧基的有机聚硅氧烷的一种组合物并涉及一类新型氨基硅氧烷-聚醚聚合物。
许多最近的专利介绍了对聚氧化烯链或有机聚硅氧烷进行改性以对其许多应用进行性能优化。官能团和聚氧化烯链能够通过Si-O-C或Si-C键联至有机聚硅氧烷上。
DE 3928867提及在聚氨酯泡沫塑料的制备过程中使用聚硅氧烷-聚氧化烯嵌段共聚物，该共聚物包含至少一种连接至硅原子上的氨基官能团。所述聚氧化烯基和氨基官能团能够通过Si-O或Si-C连接。所述聚氧化烯基和氨基官能团可位于链端或位于侧链上。所述氨基官能团包含至少两个氮原子，其中位于链端的氨基官能团必须完全由烷基取代。
未发现对具有如下特征的聚硅氧烷-聚氧化烯嵌段共聚物的介绍：其包含一种连接至硅原子上的氨基官能团且仅有一个氮原子，或其在侧链上包含两个或多个氮原子且其中端基氮原子由至少一个氢原子取代。也没有关于将DE 3928867提及的所述聚合物用于纤维整理的介绍。
US-A-5075403和EP-A-0404698介绍了一种具有氨基和聚氧化烯侧基的聚二有机硅氧烷。所述基团通过Si-C连接。通过氢化硅烷化制备。并介绍了将本发明的聚合物用作增湿剂和分散剂或在纤维柔软剂用作添加剂或用作消泡剂。没有提及Si-O-C键联的聚氧化烯基。
EP-A-0579999介绍了一种用于对基于有机官能团改性的有机聚硅氧烷和微粒状二氧化硅的含水、特别是碱性的配方进行消泡的组合物。在所述配方中使用的有机聚硅氧烷是一种氨基硅氧烷，其的氨基通过通过Si-O-C或Si-C键联至有机聚硅氧烷上。
氨基官能团和聚氧化烯基在有机聚硅氧烷的结合使用也是已知的。烷基胺-聚氧化烯-聚二甲基硅氧烷三元共聚物和聚二甲基硅氧烷-氨基聚氧化烯嵌段共聚物已经用于处理织物(参见，A.M.Czech等人，“用于碳氟去污处理的改性硅氧烷柔软剂”)。在这种情况下，聚氧化烯基通过Si-C键联至有机聚硅氧烷上。
现有技术的缺点是Si-C键联的有机聚硅氧烷基仅仅通过在含氢硅烷和有机聚硅氧烷上的烯丙基聚氧化丙烯基的氢化硅烷化反应而得到。该方法要求较贵的原材料和特别的安全措施，因为氢原子的去除必须在氢化硅烷化反应的情况下才能进行。此外，Si-C键联的有机聚氧化烯基不能一经要求就能容易地去除，然而这正是在织物整理时为了提高上染能力和耐久性所希望的。
本发明的目的是克服现有技术的缺点。
本发明的一个主题是一种处理织物的方法，其中使用一种组合物，该组合物包含至少一种(A)具有至少一种带有伯、仲和/或叔氨基的单价Si-C键联基及具有至少一种(B)通过Si-O-C键联的(异)烷氧基的硅烷或有机硅氧烷。
在所述组合物中，硅烷或有机硅氧烷优选具有通式(I)的单元 且有机聚硅氧烷中的所有其它硅氧烷单元具有通式(II)并 具有通式(III)的(异)烷氧基，
(OCnHn(-R)n)o (III)其中，R是相同的或不同的并代表氢或甲基。
通式(OChHn(-R)n)o的(异)烷氧基也可通过Si-O-C键在一端或两端连接到有机聚硅氧烷上。所述(异)烷氧基优选为聚氧化乙烯、聚氧化丙烯的加合物和它们的共聚物。通过改变聚氧化乙烯/聚氧化丙烯的比率，可能影响Si-O-C键对水解的稳定性。
R1代表相同或不同的单价的未取代或由氟-、氯-或溴取代的C1-C18烃基，氢原子，C1-C12烷氧基或羟基或烷基二醇基，
Q代表通式(III)的基团
-R2-[NR3(CH2)m]dN(R3)2 (III)
其中，R2代表二价C1-C18烃基，
R3代表一个氢原子或一个未取代或由氟-、氯-或溴-或C1-C5烷氧基取代的C1-C18烃基，
a为0，1或2，
b为1，2或3，
c为0，1，2或3，
d为0，1，2，3或4，
m为2，3，4，5或6，
n为2，3，4且
o为1-100的值且a和b之和不超过4。
C1-C18烃基的实例是烷基例如甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基、正戊基、异戊基、新戊基、叔戊基；己基如正己基；庚基如正庚基；辛基，如正辛基和异辛基如2，2，4-三甲基戊基；壬基，例如正壬基；癸基，例如正癸基；十二烷基，例如正十二烷基；环烷基，如环戊基、环己基、环庚基和甲基环己基；芳基，如苯基和萘基；烷芳基，如邻-、间-、对-甲苯基，二甲苯基和乙苯基；和芳烷基，如苄基，α-或β-苯乙基。
上述烃基R1可以包含-个脂族双键。其实例是链烯基，例如乙烯基、烯丙基、5-己烯-1-基、E-4-己烯-1-基、Z-4-己烯-1-基、2-(3-环己烯基)乙基和环十二-4，8-双烯基。具有脂族双键的优选R1基是乙烯基、烯丙基和5-己烯-1-基。
然而，优选地，不超过1％的烃基R1含有双键。
氟-、氯-或溴原子取代的C1-C18烃基的实例是3，3，3-三氟正丙基，2，2，2，2′，2′，2′-六氟异丙基，七氟异丙基和邻-、间-、对-氯苯基。
二价C1-C18烃基R2的实例是饱和的直链或支链或环烯基如亚甲基和乙烯基以及丙烯基、丁烯基、戊烯基、己烯基、2-甲基丙烯基、环己烯基和十八烯基或不饱和烯基或芳烯基例如亚己烯基、亚苯基，特别优选正丙烯基和2-甲基丙烯基。
所述烷氧基是通过氧原子连接的上述烷基。上述烷基的实例也完全可用于烷氧基R1。
所述烷基二醇基优选具有通式(IV)
-R2-[O(CHR3)d]nOR4 (Iv)
其中，R2、R3和d如上述定义，n为1-100的值且R4代表一个氢原子、R3基或为通式-(C＝O)-R5的基团，其中R5代表R3或O-R3。
在上述通式(I)-(IV)中，优选地，R1代表一个甲基、苯基、C1-C3烷氧基或羟基或通式(IV)的基团，
R2代表一个二价C2-C6烃基，
R3代表一个氢原子、甲基或环烯基，
a为0或1，
b为1，
c为2或3，且
d为1。
特别优选线型聚二甲基硅氧烷，其可含有或不含有C1-C3烷氧基或羟基。在这些聚二甲基硅氧烷中，Q优选代表基团H2N(CH2)2NH(CH2)3-或H2N(CH2)2NHCH2CH(CH3)CH2-。
本发明的另一个主题是(A)具有至少一种带有伯、仲和/或叔氨基的单价Si-C键联基及具有至少一种(B)(异)烷氧基的硅烷或有机聚硅氧烷，但所述有机聚硅氧烷仅含有M和D单元且所述端基氨基具有至少一个氢原子。
通式(OCnHn(-R)n)o的(异)烷氧基也可通过Si-O-C键在一端或两端连接到有机聚硅氧烷上。所述(异)烷氧基优选为聚氧化乙烯、聚氧化丙烯的加合物和它们的共聚物。通过改变聚氧化乙烯/聚氧化丙烯的比率，可能影响Si-O-C键对水解的稳定性。
通式(I)中硅氧烷单元与通式(II)中硅氧烷单元的比率优选为1∶10-30000，特别是1∶20-300。
聚有机硅氧烷与聚氧化烯基的重量比是从99∶1至10∶90，特别是95∶5至30∶70。经氨基取代的硅原子与总的硅原子的比率优选为1∶500至1∶5，特别是1∶200-20。
本发明组合物中氨的含量优选为0.1-0.2mequiv/g，更优选为0.1-0.7mequiv/g，其通过每克有机聚硅氧烷A在滴定到中性点时所消耗的1N盐酸的毫升数而测定。
可能使用一种类型的硅烷或有机硅氧烷(A)。也可选择使用至少两种不同类型的硅烷和/或有机硅氧烷(A)的混合物。
硅烷或有机硅氧烷(A)或两种不同类型的硅烷和/或有机硅氧烷(A)的混合物在25℃下优选具有1-100000mpa.s，更优选1-10000mpa.s的平均粘度。
本发明的又一个主题是本发明组合物的制备方法，其使用至少一种
(A)具有至少一种带有伯、仲和/或叔氨基的单价Si-C键联基的硅烷或有机硅氧烷及使用具有至少一种
(B)(异)烷氧基的二醇。
所述硅烷或有机硅氧烷(A)由化合物(E)、(F)和(G)以及碱性或酸性催化剂制得，化合物(E)选自于：
(E1)具有至少一种带有伯、仲和/或叔氨基的单价Si-C键联基和具有至少一种C1-C4烷氧基的有机硅烷和
(E2)具有至少一种带有伯、仲和/或叔氨基的单价Si-C键联基和具有至少一种C1-C4烷氧基和硅醇基的有机硅氧烷以及
化合物(F)选自于：
(F1)具有至少一种C1-C4烷氧基的有机硅烷和
(F2)具有至少一种C1-C4烷氧基和硅醇基的有机硅氧烷以及
(G)为具有通式H(OCnHn(-R)n)oOH的二醇类，
其中R＝甲基或代表H。
有机硅烷(E1)优选具有通式(VI)：
QeR6 fSiR1 (4-e-f) (VI)
其中，R6为C1-C2烷氧基，
e为1，2或3，以及
f为1，2或3，但e和f之和不超过4，且Q和R1如上述定义。
有机硅氧烷(E2)优选具有至少一种上述通式(I)的硅氧烷单元和至少一种通式(VII)的硅氧烷单元 且所有其它硅氧烷单元具有上述通式(II)，其中，g代表0，1或2，h为1，2或3，以及i为0或1，但g，h和i之和不超过3，且Q，R1和R6如上述定义，且R7代表H或C1-C6烷基。有机硅氧烷(F1)优选具有通式(VIII)：
R6 jSiR1 (4-j) (VIII)
其中，j为1，2，3或4，以及
R1和R6如上述定义。
有机硅氧烷(F2)优选具有至少一种上述通式(VII)的硅氧烷单元且有机聚硅氧烷的所有其它硅氧烷单元具有上述通式(II)。
优选地，e为1。
有机聚硅氧烷(E2)和(F2)在25℃下优选具有10-100000mpa.s，更优选20-10000mpa.s，特别优选50-1000mpa.s的平均粘度。
所述酸性催化剂优选为路易斯酸如BF3、Mgcl2和Zncl以及卤素的质子酸化合物如HF、Hcl、HBr和HI，和硫酸化合物例如H2SO4和H2SO3。
所述碱性催化剂例如为碱金属氢氧化物，特别是氢氧化钠，氢氧化钾和氢氧化铯，烷氧基碱金属，氢氧化季铵，例如氢氧化四甲胺、氢氧化苄基三甲基胺、氢氧化苄基三乙基胺，丁酸苄基三甲基胺，2-乙基己醇β-羟乙基三甲基胺，氢氧化季鏻，例如氢氧化四正丁基鏻和氢氧化三正丁基-3-[三(三甲基硅氧基)硅烷基]-正丙基鏻，硅氧基碱金属和硅氧基铵，例如硅氧基苄基三甲基铵和硅氧基四甲基铵。
以所用有机硅化合物的重量为基准，在每种情况下催化剂的用量优选为10ppm至1wt.％，更优选为50-1000ppm。
(E)、(F)和(G)的用量取决于所要求的物理数据。
含有酰基的产物可使用酰化氨基官能硅烷或通过本发明的氨基聚氧化烯硅氧烷与酰化剂反应而制得，酰化剂例如为羧酸酐、羧酸酯、羧酸、内酯和碳酸酯。
(A)的制备优选在50-300℃、更优选在80-200℃的温度下进行。
将原料化合物(E)、(F)和(G)的99mol％反应成所述硅烷或有机硅氧烷(A)所需的反应时间在大多数的情况下为1小时至20天，优选为12小时至3天。
为了避免逆反应的发生，重要的是在制备过程中从反应混合物中除去所有消除产物如水、醇和醚。
本发明的处理织物配方优选包含用量为1-60wt.％、更优选为1-30wt.％的(A)硅烷或硅氧烷和用量为40-99wt.％的水。
本发明的化合物可用于处理皮革、粘合织物、纤维素、纤维、织物、无纺布和绸缎的组合物，以及用作消泡剂配方的组份、增湿剂、涂料添加剂和作为聚氨酯泡沫塑料的稳定剂。
本发明化合物的优点是根据其组成，具有极好的滑移效应和极佳的柔软度，并带有极好的亲水性，并根据其组成，在水中容易乳化-自扩散-溶解，高的液体相容性，对强制应用的情况下对水解具有惊人的稳定性，并由于Si-O-C键的部分水解而具有良好的上染能力。而且，本发明的组合物能达到多年的稳定性。此外，该稳定性可通过二醇和PH值的选择而进行调节，PH优选为7-9。
制备实施例1
将粘度为50mpa.s的693.75g羟基封端的聚二甲基硅氧烷与21.38g氨乙基氨丙基甲基二甲氧基硅烷，358.07g聚乙二醇400和一种碱性催化剂混合。得到混浊的白色混合物。在搅拌下将所述混合物逐步加热至200℃，在此过程中通过减压的方法除去挥发性组份。然后得到粘度为430mpa.s和胺值为0.23的清澈至略微混浊的油状液1。制备实施例2
将粘度为50mpa.s的693.75g羟基封端的聚二甲基硅氧烷与21.38g氨乙基氨丙基甲基二甲氧基硅烷，358.07g聚乙二醇400和一种碱性催化剂混合。得到混浊的白色混合物。在搅拌下将所述混合物逐步加热至200℃，在此过程中通过减压的方法除去挥发性组份。在冷却至60℃后充气，然后将10.10g丁二酰酐添加至所述油状液中。90分钟后得到粘度为702mpa.s和胺值为0.12的黄色油状液2。制备实施例3
将粘度为50mpa.s的555.00g羟基封端的聚二甲基硅氧烷与17.10g氨乙基氨丙基甲基二甲氧基硅烷，573.60g聚乙二醇400和一种碱性催化剂混合。得到混浊的白色混合物。在搅拌下将所述混合物逐步加热至200℃，在此过程中通过减压的方法除去挥发性组份。然后得到粘度为209mpa.s和胺值为0.17的清澈至略微混浊的油状液3。制备实施例4
将粘度为50mpa.s的555.00g羟基封端的聚二甲基硅氧烷与17.10g氨乙基氨丙基甲基二甲氧基硅烷，573.60g聚7--醇400和一种碱性催化剂混合。得到混浊的白色混合物。在搅拌下将所述混合物逐步加热至200℃，在此过程中通过减压的方法除去挥发性组份。在冷却至60℃后充气，然后将8.00g丁二酰酐添加至所述油状液中。90分钟后得到粘度为249mpa.s和胺值为0.09的黄色油状液4。实施例5(对比例)
将在25℃下粘度为约70mpa.s的967g羟基封端的聚二甲基硅氧烷与33g氨乙基氨丙基二甲氧基甲基硅烷和40％氢氧化季铵的甲醇溶液的混合物在氮气氛下于80℃下加热并搅拌4小时。然后通过在150℃加热60分钟并减低压力而使所述氢氧化季铵失活，同时将有机聚硅氧烷中在此条件下沸腾的组份除去。所得的有机聚硅氧烷在25℃的粘度为1000mpa.s和滴定胺含量为：每克固含量消耗0.3ml 1N HCl(油状液5)。应用实施例(UE)
将20份油状液1搅拌加入至已由乙酸酸化至PH3的80份水中。得到一个略微混浊的分散体(UE1)。
将20份油状液2搅拌加入至80份水中。得到一个略微混浊的分散体(UE2)。
将20份油状液3搅拌加入至已由乙酸酸化至PH3的80份水中。得到一个清澈的溶液(UE3)。
将20份油状液4搅拌加入至80份水中。得到一个清澈的溶液(UE4)。
将4份乳化剂Genapol X060(由赫斯特有限公司生产)和4份水均匀混合。然后缓慢并分批地加入20份油状液5。使用74.5份水首先缓慢地而然后快速地稀释所得均相混合物。通过用精纺贝纶布过滤所述乳液。随后，将1.5份乙酸(浓缩的)添加至所述乳液(UE5)中。
分别将50g UE1-UE5与950g去离子水混合。将聚酯/棉织物(65∶35)充分地用每种混合物浸洗并在压延机(30kg载荷)上挤压干。将得到的聚酯/棉织物F1-F5在150℃下干燥5分钟。
按0-10的一个相对等级评定手感，其中每种情况下等级10代表最柔软的手感。
织物的亲水性通过以秒为单位测定一滴水a)开始浸湿织物和b)完全被织物吸收的时间而定义。
织物 柔软手感 亲水性
开始浸湿时间[s] 吸收时间[s]
F1 8 1 7
F2 8 1 6
F3 6 1 3
F4 6 1 3
F5 10 50 156未经处理 0 1 5
这些结果显示，本发明硅氧烷油状液1至油状液4能够极好地保持经由它们处理的织物的吸收能力并同时使它们具有极好的柔软手感。
Claims (6)
1、一种处理织物的方法，其中使用一种组合物，该组合物包含至少一种(A)具有至少一种带有伯、仲和/或叔氨基的单价Si-C键联基及具有至少一种(B)通过Si-O-C键联的(异)烷氧基的硅烷或有机硅氧烷。
2、如权利要求1所述的使用一种组合物处理织物的方法，其特征在于(B)所述(异)烷氧基是(OCnHn(-R)n)o，其中，R是相同或不同的并代表氢或甲基，n为2，3或4的值和o为0-100的值。
3、如权利要求1或2所述的使用一种组合物处理织物的方法，其中所述硅烷或有机硅氧烷(A)具有至少一种通式(I)的硅氧烷单元 且有机聚硅氧烷中的所有其它硅氧烷单元具有通式(II)
其中，R1代表相同或不同的单价、未取代或由氟-、氯-或溴取代的C1-C18烃基，氢原子，C1-C12烷氧基或羟基或烷基二醇基，
Q代表通式(III)的基团
-R2-[NR3(CH2)m]dN(R3)2 (III)
其中，R2代表二价C1-C18烃基，
R3代表一个氢原子或一个未取代或由氟-、氯-或溴-或C1-C5烷氧基取代的C1-C18烃基，
a为0，1或2，
b为1，2或3，
c为0，1，2或3，
d为0，1，2，3或4，
m为2，3，4，5或6，
且a和b之和不超过4。
4、如权利要求1-3所述的使用一种组合物处理织物的方法，其中所述组合物的氨含量优选为0.01-2mequiv/g，其通过将每克组合物A和B滴定至中性点时所消耗的1N盐酸的毫升数而测定。
5、制备如权利要求1-4所述组合物的方法，其使用至少一种
(A)具有至少一种单价Si-C键联基并带有伯、仲和/或叔氨基的硅烷或有机硅氧烷及使用具有至少一种
(B)(异)烷氧基的二醇。
6、(A)具有至少一种带有伯、仲和/或叔氨基的单价Si-C键联基及具有至少一种(B)(异)烷氧基的一种硅烷或有机聚硅氧烷，但所述有机聚硅氧烷仅含有M和D单元且所述端基氨基具有至少一个氢原子。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19739991.6 | 1997-09-11 | ||
| DE19739991A DE19739991A1 (de) | 1997-09-11 | 1997-09-11 | Aminosiloxan-Polyether-Polymere |
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| Publication Number | Publication Date |
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| CN1269853A true CN1269853A (zh) | 2000-10-11 |
Family
ID=7842043
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN98808945A Pending CN1269853A (zh) | 1997-09-11 | 1998-08-27 | 氨基硅氧烷－聚醚聚合物 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6326061B1 (zh) |
| EP (1) | EP1015681A1 (zh) |
| JP (1) | JP2001515969A (zh) |
| KR (1) | KR20010023779A (zh) |
| CN (1) | CN1269853A (zh) |
| BR (1) | BR9812448A (zh) |
| DE (1) | DE19739991A1 (zh) |
| HU (1) | HUP0003057A2 (zh) |
| ID (1) | ID23979A (zh) |
| PL (1) | PL339187A1 (zh) |
| WO (1) | WO1999013151A1 (zh) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100547015C (zh) * | 2006-09-14 | 2009-10-07 | 华明扬 | 氨基改性亲水硅油的制备方法 |
| CN1965015B (zh) * | 2004-06-11 | 2010-06-02 | 瓦克化学有限公司 | 硅氧烷共聚物在改性纤维基材中的用途 |
| CN101438000B (zh) * | 2006-06-07 | 2012-05-09 | 陶氏康宁公司 | 用硅氧烷聚醚-酰胺嵌段共聚物处理纺织品 |
| CN101048445B (zh) * | 2004-10-08 | 2012-07-04 | 赢创德固赛有限责任公司 | 聚醚官能的硅氧烷、含有聚醚硅氧烷的组合物以及它们的制备方法和用途 |
| CN104363994A (zh) * | 2012-06-18 | 2015-02-18 | 瓦克化学股份公司 | 消泡剂及其在洗涤剂中的用途 |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100389300B1 (ko) * | 2000-11-29 | 2003-06-25 | 주식회사 엘지생활건강 | 섬유 트리트먼트 조성물 |
| US7147752B2 (en) † | 2003-12-19 | 2006-12-12 | Kimberly-Clark Worldwide, Inc. | Hydrophilic fibers containing substantive polysiloxanes and tissue products made therefrom |
| GB0412365D0 (en) * | 2004-06-03 | 2004-07-07 | Dow Corning | Production of leather |
| GB0503864D0 (en) * | 2005-02-25 | 2005-04-06 | Dow Corning | Siloxane copolymers |
| DE102006023415A1 (de) | 2006-05-17 | 2007-11-22 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Verwendung von aminmodifizierten Siloxanen als Schutzmittel in Beschichtungen und Werkstücken |
| RU2010125268A (ru) * | 2007-11-21 | 2011-12-27 | Юнилевер Н.В. (Nl) | Новые соединения для обработки тканей |
| KR101447341B1 (ko) * | 2010-03-02 | 2014-10-06 | 와커 헤미 아게 | 아미노 실리콘에 기초한 거품방지제 및 그 제조 방법 |
| WO2011107397A1 (en) * | 2010-03-02 | 2011-09-09 | Unilever Nv | Laundry detergent compositions comprising amino silicone antifoam agent |
| EP2431421B1 (en) * | 2010-09-20 | 2013-11-06 | Wacker Chemie AG | Aqueous mixtures comprising aminoalkyl-containing polyorganosiloxanes and silicone resins |
| KR102091458B1 (ko) | 2016-04-19 | 2020-03-23 | 와커 헤미 아게 | 아미노-오르가노폴리실록산 및 이의 제조 방법 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4036868A (en) * | 1972-02-07 | 1977-07-19 | Imperial Chemical Industries Limited | Nitrogen-containing compounds and use thereof |
| FR2648821A1 (zh) | 1989-06-22 | 1990-12-28 | Rhone Poulenc Chimie | |
| DE3928867C1 (zh) | 1989-08-31 | 1990-10-11 | Th. Goldschmidt Ag, 4300 Essen, De | |
| DE4223768A1 (de) | 1992-07-18 | 1994-01-20 | Goldschmidt Ag Th | Entschäumungsmittel auf der Basis organofunktionell modifizierter Organopolysiloxane |
| DE4424914A1 (de) | 1994-07-14 | 1996-01-18 | Wacker Chemie Gmbh | Aminofunktionelle Organopolysiloxane |
| DE19506396A1 (de) | 1995-02-23 | 1996-08-29 | Wacker Chemie Gmbh | Optisch klare Aminosiliconzusammensetzungen |
-
1997
- 1997-09-11 DE DE19739991A patent/DE19739991A1/de not_active Withdrawn
-
1998
- 1998-08-27 WO PCT/EP1998/005443 patent/WO1999013151A1/de not_active Application Discontinuation
- 1998-08-27 HU HU0003057A patent/HUP0003057A2/hu unknown
- 1998-08-27 EP EP98947464A patent/EP1015681A1/de not_active Ceased
- 1998-08-27 JP JP2000510925A patent/JP2001515969A/ja active Pending
- 1998-08-27 KR KR1020007002436A patent/KR20010023779A/ko not_active Application Discontinuation
- 1998-08-27 BR BR9812448-0A patent/BR9812448A/pt not_active IP Right Cessation
- 1998-08-27 ID IDW20000449A patent/ID23979A/id unknown
- 1998-08-27 PL PL98339187A patent/PL339187A1/xx unknown
- 1998-08-27 US US09/508,155 patent/US6326061B1/en not_active Expired - Fee Related
- 1998-08-27 CN CN98808945A patent/CN1269853A/zh active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1965015B (zh) * | 2004-06-11 | 2010-06-02 | 瓦克化学有限公司 | 硅氧烷共聚物在改性纤维基材中的用途 |
| CN101048445B (zh) * | 2004-10-08 | 2012-07-04 | 赢创德固赛有限责任公司 | 聚醚官能的硅氧烷、含有聚醚硅氧烷的组合物以及它们的制备方法和用途 |
| CN101438000B (zh) * | 2006-06-07 | 2012-05-09 | 陶氏康宁公司 | 用硅氧烷聚醚-酰胺嵌段共聚物处理纺织品 |
| CN100547015C (zh) * | 2006-09-14 | 2009-10-07 | 华明扬 | 氨基改性亲水硅油的制备方法 |
| CN104363994A (zh) * | 2012-06-18 | 2015-02-18 | 瓦克化学股份公司 | 消泡剂及其在洗涤剂中的用途 |
| CN104363994B (zh) * | 2012-06-18 | 2016-09-21 | 瓦克化学股份公司 | 消泡剂及其在洗涤剂中的用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| PL339187A1 (en) | 2000-12-04 |
| ID23979A (id) | 2000-06-14 |
| JP2001515969A (ja) | 2001-09-25 |
| EP1015681A1 (de) | 2000-07-05 |
| KR20010023779A (ko) | 2001-03-26 |
| HUP0003057A2 (hu) | 2000-12-28 |
| US6326061B1 (en) | 2001-12-04 |
| DE19739991A1 (de) | 1999-03-18 |
| BR9812448A (pt) | 2000-09-26 |
| WO1999013151A1 (de) | 1999-03-18 |
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