BR0210302B1 - processos para a produÇço de uma emulsço àleo em Água e de microcÁpsulas. - Google Patents
processos para a produÇço de uma emulsço àleo em Água e de microcÁpsulas. Download PDFInfo
- Publication number
- BR0210302B1 BR0210302B1 BRPI0210302-8A BR0210302A BR0210302B1 BR 0210302 B1 BR0210302 B1 BR 0210302B1 BR 0210302 A BR0210302 A BR 0210302A BR 0210302 B1 BR0210302 B1 BR 0210302B1
- Authority
- BR
- Brazil
- Prior art keywords
- group
- methacrylate
- formula
- phase
- emulsion
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 78
- 230000008569 process Effects 0.000 title claims abstract description 52
- 239000003094 microcapsule Substances 0.000 title claims abstract description 50
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- 239000007764 o/w emulsion Substances 0.000 title claims description 4
- 239000000839 emulsion Substances 0.000 claims abstract description 107
- 238000004132 cross linking Methods 0.000 claims abstract description 60
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 58
- 229920001400 block copolymer Polymers 0.000 claims abstract description 15
- 239000000178 monomer Substances 0.000 claims description 107
- 239000012071 phase Substances 0.000 claims description 98
- 238000006243 chemical reaction Methods 0.000 claims description 39
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 35
- -1 carboxy betaine Chemical compound 0.000 claims description 31
- 229910052739 hydrogen Inorganic materials 0.000 claims description 27
- 239000012948 isocyanate Substances 0.000 claims description 25
- 239000003381 stabilizer Substances 0.000 claims description 25
- 239000001257 hydrogen Substances 0.000 claims description 24
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- 229920001223 polyethylene glycol Polymers 0.000 claims description 21
- 239000000126 substance Substances 0.000 claims description 21
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 20
- 229920001577 copolymer Polymers 0.000 claims description 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 15
- 125000000524 functional group Chemical group 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 14
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 13
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 13
- 239000004971 Cross linker Substances 0.000 claims description 12
- 239000002202 Polyethylene glycol Substances 0.000 claims description 12
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
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- 239000007791 liquid phase Substances 0.000 claims description 9
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims description 8
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- 229920001427 mPEG Polymers 0.000 claims description 7
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 6
- MAGFQRLKWCCTQJ-UHFFFAOYSA-N 4-ethenylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(C=C)C=C1 MAGFQRLKWCCTQJ-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- IRQWEODKXLDORP-UHFFFAOYSA-N 4-ethenylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=C)C=C1 IRQWEODKXLDORP-UHFFFAOYSA-N 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 229920001567 vinyl ester resin Polymers 0.000 claims description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
- ZEWLHMQYEZXSBH-UHFFFAOYSA-N 4-[2-(2-methylprop-2-enoyloxy)ethoxy]-4-oxobutanoic acid Chemical compound CC(=C)C(=O)OCCOC(=O)CCC(O)=O ZEWLHMQYEZXSBH-UHFFFAOYSA-N 0.000 claims description 4
- FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 claims description 4
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 4
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- QHJGZUSJKGVMTF-UHFFFAOYSA-N canolol Chemical compound COC1=CC(C=C)=CC(OC)=C1O QHJGZUSJKGVMTF-UHFFFAOYSA-N 0.000 claims description 4
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- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 159000000000 sodium salts Chemical class 0.000 claims description 4
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 3
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- 239000012868 active agrochemical ingredient Substances 0.000 claims description 3
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims description 3
- 238000006482 condensation reaction Methods 0.000 claims description 3
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- CLECMSNCZUMKLM-UHFFFAOYSA-N (4-ethenylphenyl)methanol Chemical compound OCC1=CC=C(C=C)C=C1 CLECMSNCZUMKLM-UHFFFAOYSA-N 0.000 claims description 2
- TVXNKQRAZONMHJ-UHFFFAOYSA-M (4-ethenylphenyl)methyl-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=C(C=C)C=C1 TVXNKQRAZONMHJ-UHFFFAOYSA-M 0.000 claims description 2
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 claims description 2
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 claims description 2
- OLQFXOWPTQTLDP-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCO OLQFXOWPTQTLDP-UHFFFAOYSA-N 0.000 claims description 2
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 2
- PHQYPLKSOUDDCV-UHFFFAOYSA-N 4-phenyl-n-propan-2-ylbut-3-en-1-amine Chemical compound CC(C)NCCC=CC1=CC=CC=C1 PHQYPLKSOUDDCV-UHFFFAOYSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 2
- GXBYFVGCMPJVJX-UHFFFAOYSA-N Epoxybutene Chemical compound C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 claims description 2
- 229920001807 Urea-formaldehyde Polymers 0.000 claims description 2
- LOPVAWVHGAWUPS-UHFFFAOYSA-M [2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]-trimethylazanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC(O)C[N+](C)(C)C LOPVAWVHGAWUPS-UHFFFAOYSA-M 0.000 claims description 2
- AKCXOKXVIWTINO-UHFFFAOYSA-N [2-hydroxy-3-(3-triethoxysilylpropylamino)propyl] 2-methylprop-2-enoate Chemical compound CCO[Si](OCC)(OCC)CCCNCC(O)COC(=O)C(C)=C AKCXOKXVIWTINO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000005442 diisocyanate group Chemical group 0.000 claims description 2
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 claims description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 2
- 125000003827 glycol group Chemical group 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- ZZSKMNCIAKKVRB-UHFFFAOYSA-N morpholin-4-yl-(2-nitrophenyl)methanone Chemical compound [O-][N+](=O)C1=CC=CC=C1C(=O)N1CCOCC1 ZZSKMNCIAKKVRB-UHFFFAOYSA-N 0.000 claims description 2
- 150000002924 oxiranes Chemical class 0.000 claims description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 2
- 239000005056 polyisocyanate Substances 0.000 claims description 2
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- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 claims description 2
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 2
- 239000013638 trimer Substances 0.000 claims description 2
- JWIKADZFCMEWBV-UHFFFAOYSA-N (4-ethenylphenyl)methyl-[2-(3-trimethoxysilylpropylamino)ethyl]azanium;chloride Chemical compound Cl.CO[Si](OC)(OC)CCCNCCNCC1=CC=C(C=C)C=C1 JWIKADZFCMEWBV-UHFFFAOYSA-N 0.000 claims 1
- PSBDWGZCVUAZQS-UHFFFAOYSA-N (dimethylsulfonio)acetate Chemical compound C[S+](C)CC([O-])=O PSBDWGZCVUAZQS-UHFFFAOYSA-N 0.000 claims 1
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- YOMSJEATGXXYPX-UHFFFAOYSA-N 2-methoxy-4-vinylphenol Chemical compound COC1=CC(C=C)=CC=C1O YOMSJEATGXXYPX-UHFFFAOYSA-N 0.000 claims 1
- VLRGXXKFHVJQOL-UHFFFAOYSA-N 3-chloropentane-2,4-dione Chemical compound CC(=O)C(Cl)C(C)=O VLRGXXKFHVJQOL-UHFFFAOYSA-N 0.000 claims 1
- LBSXSAXOLABXMF-UHFFFAOYSA-N 4-Vinylaniline Chemical compound NC1=CC=C(C=C)C=C1 LBSXSAXOLABXMF-UHFFFAOYSA-N 0.000 claims 1
- OKWGNTXMGLDWLZ-UHFFFAOYSA-N 4-[3-(2-methylprop-2-enoyloxy)propoxy]benzoic acid Chemical compound CC(=C)C(=O)OCCCOC1=CC=C(C(O)=O)C=C1 OKWGNTXMGLDWLZ-UHFFFAOYSA-N 0.000 claims 1
- QFEICIMLBAMARQ-UHFFFAOYSA-N 5-methoxy-2-prop-1-enylbenzene-1,3-diol Chemical compound COC1=CC(O)=C(C=CC)C(O)=C1 QFEICIMLBAMARQ-UHFFFAOYSA-N 0.000 claims 1
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- UJURFSDRMQAYSU-UHFFFAOYSA-N N=C=O.N=C=O.C1=CC=CC2=C(C=CC=C3)C3=C21 Chemical class N=C=O.N=C=O.C1=CC=CC2=C(C=CC=C3)C3=C21 UJURFSDRMQAYSU-UHFFFAOYSA-N 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims 1
- SONHXMAHPHADTF-UHFFFAOYSA-M sodium;2-methylprop-2-enoate Chemical compound [Na+].CC(=C)C([O-])=O SONHXMAHPHADTF-UHFFFAOYSA-M 0.000 claims 1
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- YIOJGTBNHQAVBO-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)azanium Chemical class C=CC[N+](C)(C)CC=C YIOJGTBNHQAVBO-UHFFFAOYSA-N 0.000 description 1
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- PGYPOBZJRVSMDS-UHFFFAOYSA-N loperamide hydrochloride Chemical compound Cl.C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)N(C)C)CCN(CC1)CCC1(O)C1=CC=C(Cl)C=C1 PGYPOBZJRVSMDS-UHFFFAOYSA-N 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 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
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- XHIRWEVPYCTARV-UHFFFAOYSA-N n-(3-aminopropyl)-2-methylprop-2-enamide;hydrochloride Chemical compound Cl.CC(=C)C(=O)NCCCN XHIRWEVPYCTARV-UHFFFAOYSA-N 0.000 description 1
- VGPBPWRBXBKGRE-UHFFFAOYSA-N n-(oxomethylidene)hydroxylamine Chemical compound ON=C=O VGPBPWRBXBKGRE-UHFFFAOYSA-N 0.000 description 1
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
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- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000157 polyfructose Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
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- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
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- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
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- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 239000002569 water oil cream Substances 0.000 description 1
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Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/14—Derivatives of phosphoric acid
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/16—Amines or polyamines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/54—Silicon compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/916—Hydrogel compositions
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2984—Microcapsule with fluid core [includes liposome]
- Y10T428/2985—Solid-walled microcapsule from synthetic polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Colloid Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Polyamides (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0114197.7 | 2001-06-11 | ||
| GBGB0114197.7A GB0114197D0 (en) | 2001-06-11 | 2001-06-11 | Reactive polymeric surfactants |
| PCT/GB2002/002744 WO2002100525A2 (en) | 2001-06-11 | 2002-06-10 | Use of reactive polymeric surfactants in the formation of emulsions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BR0210302A BR0210302A (pt) | 2004-07-13 |
| BR0210302B1 true BR0210302B1 (pt) | 2011-07-26 |
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| BRPI0210302-8A BR0210302B1 (pt) | 2001-06-11 | 2002-06-10 | processos para a produÇço de uma emulsço àleo em Água e de microcÁpsulas. |
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| EP (1) | EP1401562B1 (OSRAM) |
| JP (1) | JP4399252B2 (OSRAM) |
| CN (1) | CN100415354C (OSRAM) |
| AT (1) | ATE410222T1 (OSRAM) |
| AU (1) | AU2002314315B2 (OSRAM) |
| BR (1) | BR0210302B1 (OSRAM) |
| CA (1) | CA2447759C (OSRAM) |
| CZ (1) | CZ304798B6 (OSRAM) |
| DE (1) | DE60229249D1 (OSRAM) |
| EA (1) | EA007354B1 (OSRAM) |
| ES (1) | ES2311057T3 (OSRAM) |
| GB (1) | GB0114197D0 (OSRAM) |
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| NO (1) | NO331666B1 (OSRAM) |
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| RS (1) | RS50940B (OSRAM) |
| WO (1) | WO2002100525A2 (OSRAM) |
| ZA (1) | ZA200309057B (OSRAM) |
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| GB0114197D0 (en) * | 2001-06-11 | 2001-08-01 | Syngenta Ltd | Reactive polymeric surfactants |
| US6828025B2 (en) | 2002-05-24 | 2004-12-07 | Mcmaster University | Microencapsulation of polar liquids in copolymer shells |
| FR2846973B1 (fr) * | 2002-11-07 | 2004-12-17 | Rhodia Chimie Sa | Composition d'antifroissage comprenant un copolymere a architecture controlee, pour articles en fibres textiles |
| GB0228537D0 (en) * | 2002-12-06 | 2003-01-15 | Syngenta Ltd | Particulate suspensions |
| US20040137031A1 (en) * | 2002-12-13 | 2004-07-15 | Monsanto Technology Llc | Microcapsules with amine adjusted release rates |
| WO2005025736A1 (en) * | 2003-09-05 | 2005-03-24 | University Of Massachusetts | Amphiphilic polymer capsules and related methods of interfacial assembly |
| JP4562364B2 (ja) * | 2003-09-12 | 2010-10-13 | 日本曹達株式会社 | ブロック・グラフト共重合体及びそれらを用いた高分子固体電解質 |
| AU2005253972A1 (en) * | 2004-06-14 | 2005-12-29 | Monsanto Technology Llc | Microcapsules having activated release of core material therein |
| GB0505569D0 (en) * | 2005-03-18 | 2005-04-27 | Syngenta Ltd | Formulations |
| US7363978B2 (en) * | 2005-05-20 | 2008-04-29 | Halliburton Energy Services, Inc. | Methods of using reactive surfactants in subterranean operations |
| EP1960447A4 (en) | 2005-12-08 | 2010-12-01 | Tyco Healthcare | BIOCOMPATIBLE SURGICAL COMPOSITIONS |
| BRPI0710112A2 (pt) * | 2006-03-30 | 2011-08-02 | Rhodia | agentes tensoativos reativos e seus usos em emulsõs e dispersões |
| US8119733B2 (en) | 2006-03-30 | 2012-02-21 | Rhodia Operations | Reactive monomeric surfactants |
| EA200900482A1 (ru) * | 2006-10-05 | 2009-10-30 | Басф Се | Гребенчатые полимеры и их применение для получения композиций действующего или эффективного вещества |
| EP2088855B1 (en) * | 2006-11-30 | 2010-03-24 | Basf Se | Agrochemical formulations comprising co-polymers based on ethylenically unsaturated dicarboxylic mono and diesters |
| DE102007060175A1 (de) * | 2007-12-13 | 2009-06-18 | Johannes Gutenberg-Universität Mainz | Quartärnisierung des Zusatzstoffs Aminoalkyl Methacrylat Copolymer E zur Verbesserung der Permeabilität und Löslichkeit von Arzneistoffen |
| MX339903B (es) | 2009-02-13 | 2016-06-15 | Monsanto Technology Llc | Encapsulacion de herbicidas para reducir daños en cultivos. |
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| DE102009030411A1 (de) * | 2009-06-25 | 2010-12-30 | Clariant International Limited | Wasser-in-Öl-Emulsion und Verfahren zu ihrer Herstellung |
| EP2454334A1 (en) * | 2009-07-15 | 2012-05-23 | E. I. du Pont de Nemours and Company | Crosslinking pigment dispersion based on diblock polymeric dispersants |
| US8591021B2 (en) | 2009-07-15 | 2013-11-26 | E I Du Pont De Nemours And Company | Method of printing using ink jet inks comprising a crosslinking pigment dispersion based on diblock polymeric dispersants |
| US8591020B2 (en) | 2009-07-15 | 2013-11-26 | E I Du Pont De Nemours And Company | Aqueous ink jet ink comprising a crosslinking pigment dispersion based on diblock polymeric dispersants |
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| US9797840B2 (en) | 2011-11-28 | 2017-10-24 | University Of Washington Through Its Center For Commercialization | Highly fluorescent polymer nanoparticle |
| JP6141872B2 (ja) | 2011-12-30 | 2017-06-07 | ユニバーシティ オブ ワシントン スルー イッツ センター フォー コマーシャリゼーション | 狭帯域発光を有する蛍光性ポリマードット |
| US10067139B2 (en) | 2012-02-03 | 2018-09-04 | University Of Washington Through Its Center For Commercialization | Polyelectrolyte-coated polymer dots and related methods |
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| CN111983219A (zh) | 2013-03-14 | 2020-11-24 | 华盛顿大学商业中心 | 聚合物点组合物和相关方法 |
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| CN108586758B (zh) * | 2018-05-10 | 2020-10-16 | 宁波新斯维箱包有限公司 | 微胶囊及其制备方法 |
| CN109293811B (zh) * | 2018-09-30 | 2020-08-04 | 菏泽学院 | 一种聚甲基丙烯酸n，n-二甲氨基乙酯的液液界面合成方法及应用 |
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| UA129154C2 (uk) | 2019-01-30 | 2025-01-29 | Монсанто Текнолоджі Ллс | Мікрокапсульовані ацетамідні гербіциди |
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| CN110745929B (zh) * | 2019-10-17 | 2021-08-06 | 苏州赛维科环保技术服务有限公司 | 一种乳液絮凝剂 |
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| CN112279970B (zh) * | 2020-10-21 | 2022-04-01 | 江苏海洋大学 | 一种端羟基聚合物在制备多功能互穿网络聚合物中的应用 |
| CN115612163A (zh) * | 2022-11-08 | 2023-01-17 | 浙江大学 | 一种发泡微胶囊的制备方法 |
| CN116178796B (zh) * | 2023-02-27 | 2025-02-11 | 山东高速路用新材料技术有限公司 | 一种包覆型硫化剂、沥青稳定剂及其制备方法和应用 |
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| US5089259A (en) * | 1988-12-19 | 1992-02-18 | Dowelanco | Stable concentrates and emulsions of water-insoluble organic pesticides |
| CA2005883C (en) * | 1988-12-19 | 1999-10-05 | Dow Agrosciences Llc | Stable emulsions of water-insoluble organic pesticides |
| US4977059A (en) * | 1989-05-12 | 1990-12-11 | The Mead Corporation | Sulfonated-ethylene oxide dispersants for use in preparing amine-formaldehyde microcapsules |
| JPH07246329A (ja) * | 1994-03-09 | 1995-09-26 | Nippon Paint Co Ltd | マイクロカプセルの製造方法及びマイクロカプセル |
| EP0766705B1 (en) * | 1994-06-24 | 1998-05-13 | The Dow Chemical Company | Preparation of amphipathic graft copolymers, compositions thereof, and methods of their use |
| AU716712B2 (en) * | 1995-12-29 | 2000-03-02 | Ciba Specialty Chemicals Water Treatments Limited | Particles having a polymeric shell and their production |
| US6262152B1 (en) | 1998-10-06 | 2001-07-17 | E. I. Du Pont De Nemours And Company | Particles dispersed w/polymer dispersant having liquid soluble and cross-linkable insoluble segments |
| GB0114197D0 (en) * | 2001-06-11 | 2001-08-01 | Syngenta Ltd | Reactive polymeric surfactants |
-
2001
- 2001-06-11 GB GBGB0114197.7A patent/GB0114197D0/en not_active Ceased
-
2002
- 2002-06-10 CN CNB028156897A patent/CN100415354C/zh not_active Expired - Lifetime
- 2002-06-10 US US10/480,405 patent/US7199185B2/en not_active Expired - Lifetime
- 2002-06-10 EA EA200400025A patent/EA007354B1/ru not_active IP Right Cessation
- 2002-06-10 CZ CZ2003-3370A patent/CZ304798B6/cs not_active IP Right Cessation
- 2002-06-10 BR BRPI0210302-8A patent/BR0210302B1/pt not_active IP Right Cessation
- 2002-06-10 CA CA2447759A patent/CA2447759C/en not_active Expired - Fee Related
- 2002-06-10 JP JP2003503338A patent/JP4399252B2/ja not_active Expired - Fee Related
- 2002-06-10 DE DE60229249T patent/DE60229249D1/de not_active Expired - Lifetime
- 2002-06-10 WO PCT/GB2002/002744 patent/WO2002100525A2/en not_active Ceased
- 2002-06-10 PL PL366467A patent/PL220597B1/pl unknown
- 2002-06-10 RS YUP-976/03A patent/RS50940B/sr unknown
- 2002-06-10 EP EP02740885A patent/EP1401562B1/en not_active Expired - Lifetime
- 2002-06-10 ES ES02740885T patent/ES2311057T3/es not_active Expired - Lifetime
- 2002-06-10 AT AT02740885T patent/ATE410222T1/de not_active IP Right Cessation
- 2002-06-10 MX MXPA03011379A patent/MXPA03011379A/es active IP Right Grant
- 2002-06-10 AU AU2002314315A patent/AU2002314315B2/en not_active Ceased
- 2002-06-10 NZ NZ529669A patent/NZ529669A/en not_active IP Right Cessation
- 2002-06-10 IL IL15906202A patent/IL159062A0/xx active IP Right Grant
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2003
- 2003-11-20 ZA ZA200309057A patent/ZA200309057B/en unknown
- 2003-11-26 IL IL159062A patent/IL159062A/en not_active IP Right Cessation
- 2003-12-10 NO NO20035487A patent/NO331666B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NZ529669A (en) | 2006-08-31 |
| EA007354B1 (ru) | 2006-10-27 |
| IL159062A (en) | 2007-07-04 |
| GB0114197D0 (en) | 2001-08-01 |
| WO2002100525A3 (en) | 2003-07-31 |
| DE60229249D1 (de) | 2008-11-20 |
| WO2002100525A2 (en) | 2002-12-19 |
| CN100415354C (zh) | 2008-09-03 |
| JP2004537610A (ja) | 2004-12-16 |
| US20040197357A1 (en) | 2004-10-07 |
| EP1401562A2 (en) | 2004-03-31 |
| JP4399252B2 (ja) | 2010-01-13 |
| CA2447759C (en) | 2011-04-26 |
| NO331666B1 (no) | 2012-02-20 |
| BR0210302A (pt) | 2004-07-13 |
| NO20035487D0 (no) | 2003-12-10 |
| CZ20033370A3 (cs) | 2004-05-12 |
| CZ304798B6 (cs) | 2014-10-29 |
| ZA200309057B (en) | 2004-09-17 |
| IL159062A0 (en) | 2004-05-12 |
| PL366467A1 (en) | 2005-02-07 |
| EP1401562B1 (en) | 2008-10-08 |
| CN1541136A (zh) | 2004-10-27 |
| MXPA03011379A (es) | 2004-04-05 |
| US7199185B2 (en) | 2007-04-03 |
| AU2002314315B2 (en) | 2006-12-21 |
| PL220597B1 (pl) | 2015-11-30 |
| ES2311057T3 (es) | 2009-02-01 |
| RS50940B (sr) | 2010-08-31 |
| ATE410222T1 (de) | 2008-10-15 |
| EA200400025A1 (ru) | 2004-04-29 |
| CA2447759A1 (en) | 2002-12-19 |
| YU97603A (sh) | 2006-05-25 |
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