JP5611525B2 - ポリマー組合せ物による固体表面の変性 - Google Patents
ポリマー組合せ物による固体表面の変性 Download PDFInfo
- Publication number
- JP5611525B2 JP5611525B2 JP2008557794A JP2008557794A JP5611525B2 JP 5611525 B2 JP5611525 B2 JP 5611525B2 JP 2008557794 A JP2008557794 A JP 2008557794A JP 2008557794 A JP2008557794 A JP 2008557794A JP 5611525 B2 JP5611525 B2 JP 5611525B2
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- zwitterionic
- poly
- units
- combination
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 229920000642 polymer Polymers 0.000 title claims description 304
- 230000004048 modification Effects 0.000 title description 16
- 238000012986 modification Methods 0.000 title description 16
- 239000007787 solid Substances 0.000 title description 16
- 239000000203 mixture Substances 0.000 claims description 124
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 85
- 239000000463 material Substances 0.000 claims description 54
- -1 benzylene group Chemical group 0.000 claims description 44
- 229920003023 plastic Polymers 0.000 claims description 40
- 239000004033 plastic Substances 0.000 claims description 40
- 239000011343 solid material Substances 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 23
- 229920001577 copolymer Polymers 0.000 claims description 16
- 229920001519 homopolymer Polymers 0.000 claims description 16
- 229920006317 cationic polymer Polymers 0.000 claims description 15
- 230000005661 hydrophobic surface Effects 0.000 claims description 13
- 239000011521 glass Substances 0.000 claims description 12
- 229920006318 anionic polymer Polymers 0.000 claims description 11
- 230000002209 hydrophobic effect Effects 0.000 claims description 11
- 238000001035 drying Methods 0.000 claims description 10
- 239000004480 active ingredient Substances 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 238000000151 deposition Methods 0.000 claims description 7
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- PSBDWGZCVUAZQS-UHFFFAOYSA-N (dimethylsulfonio)acetate Chemical compound C[S+](C)CC([O-])=O PSBDWGZCVUAZQS-UHFFFAOYSA-N 0.000 claims description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 3
- 229910052698 phosphorus Inorganic materials 0.000 claims description 3
- 239000011574 phosphorus Substances 0.000 claims description 3
- 229940117986 sulfobetaine Drugs 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 238000011109 contamination Methods 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000003607 modifier Substances 0.000 claims 5
- 239000003795 chemical substances by application Substances 0.000 claims 3
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical group C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 claims 2
- 239000003398 denaturant Substances 0.000 claims 2
- 230000003796 beauty Effects 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 96
- 239000000243 solution Substances 0.000 description 47
- 238000003756 stirring Methods 0.000 description 36
- 239000000178 monomer Substances 0.000 description 34
- 239000007864 aqueous solution Substances 0.000 description 30
- 238000011282 treatment Methods 0.000 description 29
- 125000002091 cationic group Chemical group 0.000 description 24
- 238000004381 surface treatment Methods 0.000 description 23
- 125000000129 anionic group Chemical group 0.000 description 20
- 230000007935 neutral effect Effects 0.000 description 18
- 239000004698 Polyethylene Substances 0.000 description 17
- 229920000573 polyethylene Polymers 0.000 description 17
- 230000015572 biosynthetic process Effects 0.000 description 16
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 15
- 239000002609 medium Substances 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 12
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 12
- 229920001155 polypropylene Polymers 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 11
- 239000004743 Polypropylene Substances 0.000 description 10
- 238000004140 cleaning Methods 0.000 description 10
- 239000008367 deionised water Substances 0.000 description 10
- 229910021641 deionized water Inorganic materials 0.000 description 10
- 239000010408 film Substances 0.000 description 8
- 238000005406 washing Methods 0.000 description 8
- 239000000853 adhesive Substances 0.000 description 7
- 230000001070 adhesive effect Effects 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 239000003973 paint Substances 0.000 description 7
- 239000002243 precursor Substances 0.000 description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 230000009286 beneficial effect Effects 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 230000014759 maintenance of location Effects 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 229960003237 betaine Drugs 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 150000002430 hydrocarbons Chemical group 0.000 description 5
- 229920002521 macromolecule Polymers 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 239000012266 salt solution Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 235000019832 sodium triphosphate Nutrition 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- 230000002459 sustained effect Effects 0.000 description 4
- 239000010409 thin film Substances 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- 238000009736 wetting Methods 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 150000008065 acid anhydrides Chemical class 0.000 description 3
- 229940048053 acrylate Drugs 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 230000008021 deposition Effects 0.000 description 3
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 3
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 3
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 229920001169 thermoplastic Polymers 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
- YWGPFQLSBBFPIT-UHFFFAOYSA-N 2-(ditert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCN(C(C)(C)C)C(C)(C)C YWGPFQLSBBFPIT-UHFFFAOYSA-N 0.000 description 2
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- WWJCRUKUIQRCGP-UHFFFAOYSA-N 3-(dimethylamino)propyl 2-methylprop-2-enoate Chemical compound CN(C)CCCOC(=O)C(C)=C WWJCRUKUIQRCGP-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 150000001449 anionic compounds Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 150000001767 cationic compounds Chemical class 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 238000007385 chemical modification Methods 0.000 description 2
- 238000004925 denaturation Methods 0.000 description 2
- 230000036425 denaturation Effects 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 125000004663 dialkyl amino group Chemical group 0.000 description 2
- XGWGTYZVISMPOR-UHFFFAOYSA-N dimethylazanium;ethyl 2-methylprop-2-enoate;propane-1-sulfonate Chemical compound C[NH2+]C.CCCS([O-])(=O)=O.CCOC(=O)C(C)=C XGWGTYZVISMPOR-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 230000005660 hydrophilic surface Effects 0.000 description 2
- 229920001600 hydrophobic polymer Polymers 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- WDQKICIMIPUDBL-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]prop-2-enamide Chemical compound CN(C)CCNC(=O)C=C WDQKICIMIPUDBL-UHFFFAOYSA-N 0.000 description 2
- DZRKBPWATCKLKY-UHFFFAOYSA-N n-benzyl-n-methylprop-2-en-1-amine Chemical compound C=CCN(C)CC1=CC=CC=C1 DZRKBPWATCKLKY-UHFFFAOYSA-N 0.000 description 2
- BVWUEIUNONATML-UHFFFAOYSA-N n-benzylethenamine Chemical compound C=CNCC1=CC=CC=C1 BVWUEIUNONATML-UHFFFAOYSA-N 0.000 description 2
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 2
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 230000002085 persistent effect Effects 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000008053 sultones Chemical class 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- VQJMAIZOEPPELO-KYGIZGOZSA-N (1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-(2-hydroxy-5-methylhexan-2-yl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol hydrochloride Chemical compound Cl.CO[C@]12CC[C@@]3(C[C@@H]1C(C)(O)CCC(C)C)[C@H]1Cc4ccc(O)c5O[C@@H]2[C@]3(CCN1CC1CC1)c45 VQJMAIZOEPPELO-KYGIZGOZSA-N 0.000 description 1
- FQOWJGGXNSRNJS-YFKPBYRVSA-N (2s)-2-(2-methylprop-2-enoylamino)propanoic acid Chemical compound OC(=O)[C@H](C)NC(=O)C(C)=C FQOWJGGXNSRNJS-YFKPBYRVSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- FSSPGSAQUIYDCN-UHFFFAOYSA-N 1,3-Propane sultone Chemical compound O=S1(=O)CCCO1 FSSPGSAQUIYDCN-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- KBNPFIYSMUWBNA-UHFFFAOYSA-N 2-(dimethylamino)ethanesulfonic acid ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C.CN(C)CCS(O)(=O)=O KBNPFIYSMUWBNA-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- SZAXDKXHDBPOJW-UHFFFAOYSA-M 2-ethenyl-1-ethylpyridin-1-ium;bromide Chemical compound [Br-].CC[N+]1=CC=CC=C1C=C SZAXDKXHDBPOJW-UHFFFAOYSA-M 0.000 description 1
- AQJPSBCTMFTPKN-UHFFFAOYSA-N 2-hydroxy-2-methylpropanedinitrile Chemical compound N#CC(O)(C)C#N AQJPSBCTMFTPKN-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- WCCVMVPVUAVUFI-UHFFFAOYSA-N 2-methylprop-2-enamide;hydrochloride Chemical compound Cl.CC(=C)C(N)=O WCCVMVPVUAVUFI-UHFFFAOYSA-N 0.000 description 1
- SSONCJTVDRSLNK-UHFFFAOYSA-N 2-methylprop-2-enoic acid;hydrochloride Chemical compound Cl.CC(=C)C(O)=O SSONCJTVDRSLNK-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- DNHDSWZXBHTLDP-UHFFFAOYSA-N 3-(2-ethenylpyridin-1-ium-1-yl)propane-1-sulfonate Chemical compound [O-]S(=O)(=O)CCC[N+]1=CC=CC=C1C=C DNHDSWZXBHTLDP-UHFFFAOYSA-N 0.000 description 1
- NUYSYBDIPXEBHS-UHFFFAOYSA-N 3-(3-ethenylimidazol-1-ium-1-yl)propane-1-sulfonate Chemical compound [O-]S(=O)(=O)CCC[N+]=1C=CN(C=C)C=1 NUYSYBDIPXEBHS-UHFFFAOYSA-N 0.000 description 1
- LQTOWWAWSGQJND-UHFFFAOYSA-N 3-(4-ethenylpyridin-1-ium-1-yl)propane-1-sulfonate Chemical compound [O-]S(=O)(=O)CCC[N+]1=CC=C(C=C)C=C1 LQTOWWAWSGQJND-UHFFFAOYSA-N 0.000 description 1
- PUOWZZHPKYWBCP-UHFFFAOYSA-N 3-(diethylamino)propane-1-sulfonic acid ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C.CCN(CC)CCCS(O)(=O)=O PUOWZZHPKYWBCP-UHFFFAOYSA-N 0.000 description 1
- BLGRSDRGCZQJMW-UHFFFAOYSA-N 3-(dimethylamino)propane-1-sulfonic acid ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C.CN(C)CCCS(O)(=O)=O BLGRSDRGCZQJMW-UHFFFAOYSA-N 0.000 description 1
- UBZCJRVPWZKVKI-UHFFFAOYSA-N 4-(dimethylamino)butane-1-sulfonic acid ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C.CN(C)CCCCS(O)(=O)=O UBZCJRVPWZKVKI-UHFFFAOYSA-N 0.000 description 1
- IRLPACMLTUPBCL-KQYNXXCUSA-N 5'-adenylyl sulfate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O IRLPACMLTUPBCL-KQYNXXCUSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 description 1
- VMKRUNCCJZQVOW-UHFFFAOYSA-N CCCC=C(C(=O)N(C)C)N Chemical compound CCCC=C(C(=O)N(C)C)N VMKRUNCCJZQVOW-UHFFFAOYSA-N 0.000 description 1
- NZUSHBGMNNVDNL-UHFFFAOYSA-N CCCCC(=C)C(=O)N(NC)NC Chemical compound CCCCC(=C)C(=O)N(NC)NC NZUSHBGMNNVDNL-UHFFFAOYSA-N 0.000 description 1
- BDRGRNKFEKGQNN-UHFFFAOYSA-N CCOC(C(C)=C)=O.C[N+](C)(CCCO)S([O-])(=O)=O Chemical compound CCOC(C(C)=C)=O.C[N+](C)(CCCO)S([O-])(=O)=O BDRGRNKFEKGQNN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 1
- 239000005630 Diquat Substances 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical group OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 206010021639 Incontinence Diseases 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- LZCXCXDOGAEFQX-UHFFFAOYSA-N N-Acryloylglycine Chemical compound OC(=O)CNC(=O)C=C LZCXCXDOGAEFQX-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical group NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229920001777 Tupperware Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 description 1
- CYWYZNHWVMIBKM-UHFFFAOYSA-M [Cl-].C[N+](C)(C)CC(O)CCl.CN(C)CCCC=C(C)C(N)=O Chemical compound [Cl-].C[N+](C)(C)CC(O)CCl.CN(C)CCCC=C(C)C(N)=O CYWYZNHWVMIBKM-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- SJDRNZZAJPQIBI-UHFFFAOYSA-M benzyl-ethenyl-dimethylazanium;chloride Chemical compound [Cl-].C=C[N+](C)(C)CC1=CC=CC=C1 SJDRNZZAJPQIBI-UHFFFAOYSA-M 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 150000001768 cations 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
- 239000003086 colorant Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000005131 dialkylammonium group Chemical group 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- LWCYHXZGIKLQPO-UHFFFAOYSA-N dimethyl(3-sulfopropyl)azanium 2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.C[NH+](C)CCCS(O)(=O)=O LWCYHXZGIKLQPO-UHFFFAOYSA-N 0.000 description 1
- OGQYPPBGSLZBEG-UHFFFAOYSA-N dimethyl(dioctadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC OGQYPPBGSLZBEG-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- SYJFEGQWDCRVNX-UHFFFAOYSA-N diquat Chemical compound C1=CC=[N+]2CC[N+]3=CC=CC=C3C2=C1 SYJFEGQWDCRVNX-UHFFFAOYSA-N 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- 150000002500 ions Chemical group 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- AJOPONATNHILLB-UHFFFAOYSA-N n,n',n'-trimethylprop-2-enehydrazide Chemical compound CN(C)N(C)C(=O)C=C AJOPONATNHILLB-UHFFFAOYSA-N 0.000 description 1
- GKWLJNRLFBQTEI-UHFFFAOYSA-N n,n-bis(methylaminomethyl)prop-2-enamide Chemical compound CNCN(CNC)C(=O)C=C GKWLJNRLFBQTEI-UHFFFAOYSA-N 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- QNCPCGJTMRRTOH-UHFFFAOYSA-N n-[1-(dimethylamino)propyl]prop-2-enamide Chemical compound CCC(N(C)C)NC(=O)C=C QNCPCGJTMRRTOH-UHFFFAOYSA-N 0.000 description 1
- QYMUDOWMRHNHHP-UHFFFAOYSA-N n-[4-(dimethylamino)butyl]prop-2-enamide Chemical compound CN(C)CCCCNC(=O)C=C QYMUDOWMRHNHHP-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- MHYFEEDKONKGEB-UHFFFAOYSA-N oxathiane 2,2-dioxide Chemical compound O=S1(=O)CCCCO1 MHYFEEDKONKGEB-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Chemical group 0.000 description 1
- 239000001301 oxygen Chemical group 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920000371 poly(diallyldimethylammonium chloride) polymer Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000447 polyanionic polymer Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- FJWSMXKFXFFEPV-UHFFFAOYSA-N prop-2-enamide;hydrochloride Chemical compound Cl.NC(=O)C=C FJWSMXKFXFFEPV-UHFFFAOYSA-N 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- AYEFIAVHMUFQPZ-UHFFFAOYSA-N propane-1,2-diol;prop-2-enoic acid Chemical compound CC(O)CO.OC(=O)C=C AYEFIAVHMUFQPZ-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 239000011145 styrene acrylonitrile resin Substances 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 125000004354 sulfur functional group Chemical group 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 description 1
- UZNHKBFIBYXPDV-UHFFFAOYSA-N trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)NCCC[N+](C)(C)C UZNHKBFIBYXPDV-UHFFFAOYSA-N 0.000 description 1
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
- C08L101/02—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0601928 | 2006-03-03 | ||
| FR0601928A FR2898067B1 (fr) | 2006-03-03 | 2006-03-03 | Modification de surfaces solides par des associations de polymeres |
| PCT/FR2007/000385 WO2007099239A2 (fr) | 2006-03-03 | 2007-03-05 | Modification de surfaces solides par des associations de polymeres |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009528440A JP2009528440A (ja) | 2009-08-06 |
| JP2009528440A5 JP2009528440A5 (enExample) | 2010-03-11 |
| JP5611525B2 true JP5611525B2 (ja) | 2014-10-22 |
Family
ID=37308883
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008557794A Expired - Fee Related JP5611525B2 (ja) | 2006-03-03 | 2007-03-05 | ポリマー組合せ物による固体表面の変性 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8883262B2 (enExample) |
| EP (1) | EP1991620A2 (enExample) |
| JP (1) | JP5611525B2 (enExample) |
| CN (1) | CN101437901B (enExample) |
| AU (1) | AU2007220381B2 (enExample) |
| BR (1) | BRPI0707065B1 (enExample) |
| FR (1) | FR2898067B1 (enExample) |
| WO (1) | WO2007099239A2 (enExample) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2894585B1 (fr) * | 2005-12-14 | 2012-04-27 | Rhodia Recherches Et Tech | Copolymere comprenant des unites zwitterioniques et d'autres unites, composition comprenant le copolymere, et utilisation |
| WO2008083390A2 (en) | 2006-12-29 | 2008-07-10 | University Of Washington | Dual-functional nonfouling surfaces and materials |
| WO2009067566A1 (en) * | 2007-11-19 | 2009-05-28 | University Of Washington | Hemostatic wound dressings |
| US8658192B2 (en) | 2007-11-19 | 2014-02-25 | University Of Washington | Integrated antimicrobial and low fouling materials |
| US9533006B2 (en) | 2007-11-19 | 2017-01-03 | University Of Washington | Marine coatings |
| EP2352796A1 (en) | 2008-12-05 | 2011-08-10 | Semprus Biociences Corporation | Layered non-fouling, antimicrobial, antithrombogenic coatings |
| GB0911531D0 (en) * | 2009-07-02 | 2009-08-12 | Regent Medical Ltd | puncture indicating gloves |
| CN102905730A (zh) | 2009-11-06 | 2013-01-30 | 华盛顿大学商业中心 | 两性离子聚合物生物缀合物以及相关的方法 |
| WO2011057225A2 (en) | 2009-11-06 | 2011-05-12 | University Of Washington Through Its Center For Commercialization | Self-assembled particles from zwitterionic polymers and related methods |
| KR101551295B1 (ko) * | 2010-05-17 | 2015-09-08 | 이엠디 밀리포어 코포레이션 | 생체분자 정제용 자극 반응성 중합체 |
| JP5690671B2 (ja) * | 2010-06-30 | 2015-03-25 | 富士フイルム株式会社 | 新規な重合性組成物及びそれに用いる重合性化合物、並びに新規な重合性組成物を用いた画像形成材料及び平版印刷版原版 |
| CA2872378C (en) | 2011-07-20 | 2016-01-12 | University Of Washington Through Its Center For Commercialization | Photonic blood typing |
| JP2015502437A (ja) | 2011-12-14 | 2015-01-22 | センプラス・バイオサイエンシーズ・コーポレイションSemprus Biosciences Corp. | ランタニド又は遷移金属酸化剤を用いて改質したシリコーンヒドロゲルコンタクトレンズ |
| EP2791214A4 (en) | 2011-12-14 | 2015-11-04 | Semprus Biosciences Corp | REDOX PROCESS FOR CONTACT LENS MODIFICATION |
| CA2859195C (en) | 2011-12-14 | 2016-09-27 | Semprus Biosciences Corp. | Imbibing process for contact lens surface modification |
| AU2012352055B2 (en) | 2011-12-14 | 2016-02-25 | Semprus Biosciences Corp. | Surface modified contact lenses |
| CA2859194C (en) | 2011-12-14 | 2017-05-30 | Semprus Biosciences Corp. | Multistep uv process to create surface modified contact lenses |
| US10031138B2 (en) | 2012-01-20 | 2018-07-24 | University Of Washington Through Its Center For Commercialization | Hierarchical films having ultra low fouling and high recognition element loading properties |
| FR2989686B1 (fr) | 2012-04-18 | 2015-03-06 | Rhodia Operations | Traitement de formations souterraines par des gels |
| MY178616A (en) | 2012-09-17 | 2020-10-19 | Grace W R & Co | Chromatography media and devices |
| CN104768536B (zh) | 2012-09-17 | 2019-03-29 | 格雷斯公司 | 官能化微粒状载体材料和其制备和使用方法 |
| PL3094390T3 (pl) | 2014-01-16 | 2021-12-06 | W.R. Grace & Co. - Conn. | Nośniki do chromatografii powinowactwa i urządzenia do chromatografii |
| PL3137209T3 (pl) | 2014-05-02 | 2023-01-02 | W.R. Grace & Co. - Conn. | Funkcjonalizowany materiał nośnikowy i sposoby wytwarzania oraz stosowania funkcjonalizowanego materiału nośnikowego |
| US9782727B2 (en) | 2014-07-14 | 2017-10-10 | International Business Machines Corporation | Filtration membranes with functionalized star polymers |
| US10005042B2 (en) | 2015-02-16 | 2018-06-26 | International Business Machines Corporation | Thin film composite forward osmosis membranes with performance enhancing layers |
| US9931598B2 (en) | 2015-02-16 | 2018-04-03 | International Business Machines Corporation | Anti-fouling coatings with star polymers for filtration membranes |
| EP3260477B1 (en) | 2015-02-17 | 2022-08-24 | FUJIFILM Corporation | Composition for polymerization, method for producing same, coating composition containing same, method for producing coating composition containing said compositions, and method for producing coating |
| US10695744B2 (en) | 2015-06-05 | 2020-06-30 | W. R. Grace & Co.-Conn. | Adsorbent biprocessing clarification agents and methods of making and using the same |
| EP3159384A1 (en) * | 2015-10-20 | 2017-04-26 | Rhodia Operations | Cationic polysaccharide-based primary coatings for hydrophobic surfaces |
| BR112019006568B1 (pt) | 2016-10-03 | 2023-04-18 | Unilever Ip Holdings B.V | Composição de clareamento da água e processo para clareamento da água |
| WO2018155578A1 (ja) * | 2017-02-27 | 2018-08-30 | リンテック株式会社 | 親水性組成物、及び親水性構造体 |
| MX2019015216A (es) | 2017-06-29 | 2020-02-05 | Unilever Nv | Composicion para la purificacion de agua turbia. |
| JP7093975B2 (ja) * | 2017-12-27 | 2022-07-01 | 国立大学法人山形大学 | 両性イオンポリマー、その製造方法、及び両性イオンポリマーを含むタンパク質安定化剤 |
| WO2019185393A1 (en) | 2018-03-29 | 2019-10-03 | Unilever N.V. | Metal-free water clarification composition |
| US20210230329A1 (en) * | 2018-06-04 | 2021-07-29 | Rhodia Operations | Methods for reducing or preventing colloids adhesion and/or fouling on a substrate, compositions, and copolymers useful therefor |
| CN109731752B (zh) * | 2019-01-16 | 2020-11-03 | 吉林大学 | 一种在物品表面制备具有自清洁功能的高分子涂层的方法 |
| WO2021003663A1 (en) * | 2019-07-09 | 2021-01-14 | Rhodia Operations | Methods for resisting frost on a substrate, compositions, and copolymers useful therefor |
| CN114829537B (zh) * | 2019-12-24 | 2024-05-28 | 东京应化工业株式会社 | 表面处理液及亲水化处理方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6090901A (en) * | 1991-07-05 | 2000-07-18 | Biocompatibles Limited | Polymeric surface coatings |
| US6743878B2 (en) * | 1991-07-05 | 2004-06-01 | Biocompatibles Uk Limited | Polymeric surface coatings |
| GB9226791D0 (en) * | 1992-12-23 | 1993-02-17 | Biocompatibles Ltd | New materials |
| EP0875551A1 (en) * | 1997-04-30 | 1998-11-04 | The Procter & Gamble Company | Self-thickened acidic cleaning compositions |
| EP0875552A1 (en) * | 1997-04-30 | 1998-11-04 | The Procter & Gamble Company | Acidic limescale removal compositions |
| WO2000004078A1 (en) * | 1998-07-17 | 2000-01-27 | Biocompatibles Limited | Method for providing coated moulded polymeric articles |
| FR2796390B1 (fr) * | 1999-07-15 | 2001-10-26 | Rhodia Chimie Sa | Utilisation d'un polymere amphotere pour traiter une surface dure |
| US6437040B2 (en) * | 1999-09-01 | 2002-08-20 | Rhodia Chimie | Water-soluble block copolymers comprising a hydrophilic block and a hydrophobic block |
| GB9924502D0 (en) * | 1999-10-15 | 1999-12-15 | Biocompatibles Ltd | Polymer blend materials |
| GB2398571A (en) * | 2003-02-22 | 2004-08-25 | Reckitt Benckiser Inc | Acidic hard surface cleaning and/or disinfecting composition |
| FR2833966B1 (fr) * | 2001-12-21 | 2007-02-09 | Rhodia Chimie Sa | Utilisation de polymeres statistiques amphiphiles charges pour epaissir des phases comprenant des micelles geantes de tensioactifs et composition aqueuse les comprenant |
| FR2839977B1 (fr) * | 2002-05-27 | 2005-08-12 | Rhodia Chimie Sa | Utilisation, dans une composition lavante et rincante de la vaisselle en machine, d'un copolymere amphotere comme agent anti-redeposition des salissures |
| FR2851572B1 (fr) * | 2003-02-20 | 2007-04-06 | Rhodia Chimie Sa | Composition nettoyante ou rincante pour surfaces dures |
| US20060183863A1 (en) * | 2005-02-14 | 2006-08-17 | Ciphergen Biosystems, Inc. | Zwitterionic polymers |
-
2006
- 2006-03-03 FR FR0601928A patent/FR2898067B1/fr active Active
-
2007
- 2007-03-05 AU AU2007220381A patent/AU2007220381B2/en not_active Ceased
- 2007-03-05 BR BRPI0707065A patent/BRPI0707065B1/pt active IP Right Grant
- 2007-03-05 EP EP07731084A patent/EP1991620A2/fr not_active Withdrawn
- 2007-03-05 US US12/281,597 patent/US8883262B2/en active Active
- 2007-03-05 JP JP2008557794A patent/JP5611525B2/ja not_active Expired - Fee Related
- 2007-03-05 CN CN200780016011.7A patent/CN101437901B/zh active Active
- 2007-03-05 WO PCT/FR2007/000385 patent/WO2007099239A2/fr not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| CN101437901B (zh) | 2014-07-30 |
| AU2007220381A1 (en) | 2007-09-07 |
| AU2007220381B2 (en) | 2012-05-17 |
| BRPI0707065B1 (pt) | 2019-02-05 |
| BRPI0707065A2 (pt) | 2011-04-19 |
| WO2007099239A2 (fr) | 2007-09-07 |
| WO2007099239A3 (fr) | 2007-10-25 |
| CN101437901A (zh) | 2009-05-20 |
| FR2898067B1 (fr) | 2008-05-30 |
| EP1991620A2 (fr) | 2008-11-19 |
| US8883262B2 (en) | 2014-11-11 |
| JP2009528440A (ja) | 2009-08-06 |
| FR2898067A1 (fr) | 2007-09-07 |
| US20090306292A1 (en) | 2009-12-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5611525B2 (ja) | ポリマー組合せ物による固体表面の変性 | |
| US20040171515A1 (en) | Treatment method, which promotes the removal of dirt, for the surfaces of textiles and non-textiles | |
| JP6276181B2 (ja) | 洗浄対象のための洗浄組成物及び汚れ捕捉剤 | |
| EP2052067A2 (en) | Aqueous dispersions of hybrid coacervates delivering specific properties onto solid surfaces and comprising inorganic solid particles and a copolymer | |
| TWI721073B (zh) | 洗滌用產品及其製造方法 | |
| JP2007100085A (ja) | 両性ポリマーおよびその使用 | |
| JP2009520091A (ja) | 合成ポリマーを含み、硬質表面を処理および/または修飾するための組成物 | |
| JP2009520091A6 (ja) | 合成ポリマーを含み、硬質表面を処理および/または修飾するための組成物 | |
| KR20130116256A (ko) | 경질 표면을 위한 세정 조성물 | |
| JP2003535961A (ja) | 硬質表面のためのリンス剤、洗浄剤および含浸剤のための添加剤としての、カチオン変性された粒子形の疎水性ポリマーの使用 | |
| JP2002105433A (ja) | フッ素含有表面処理剤 | |
| CN109890918B (zh) | 亲水涂料组合物 | |
| CN105765129B (zh) | 包含污垢吸附聚合物的制品及其制备方法 | |
| US20040250354A1 (en) | Method for treating surfaces of textiles and non-textiles, in such a way as to stimulate the detachment of dirt | |
| JP2002105434A (ja) | 両性両親媒性表面処理剤 | |
| JP7292210B2 (ja) | 芽胞の除去方法 | |
| JP2020139046A (ja) | 表面処理剤及びその製造方法、並びに表面処理基材及び表面処理方法 | |
| EP3565411A1 (en) | Methods of removing spores | |
| JP2025053917A (ja) | 表面処理組成物 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20100118 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20100118 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20121225 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20130325 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20130401 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130618 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20140318 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20140617 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20140805 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20140903 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 5611525 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |