JPH0419209B2 - - Google Patents
Info
- Publication number
- JPH0419209B2 JPH0419209B2 JP57024647A JP2464782A JPH0419209B2 JP H0419209 B2 JPH0419209 B2 JP H0419209B2 JP 57024647 A JP57024647 A JP 57024647A JP 2464782 A JP2464782 A JP 2464782A JP H0419209 B2 JPH0419209 B2 JP H0419209B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- coating
- emulsion polymer
- lower alkyl
- weight
- 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 - Lifetime
Links
- 238000000576 coating method Methods 0.000 claims abstract description 54
- 239000011248 coating agent Substances 0.000 claims abstract description 44
- 239000000463 material Substances 0.000 claims abstract description 25
- 239000002552 dosage form Substances 0.000 claims abstract description 18
- 239000000178 monomer Substances 0.000 claims abstract description 18
- 239000007787 solid Substances 0.000 claims abstract description 18
- 239000000654 additive Substances 0.000 claims abstract description 13
- 239000011230 binding agent Substances 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 239000007788 liquid Substances 0.000 claims abstract description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- 239000004908 Emulsion polymer Substances 0.000 claims description 44
- 238000000034 method Methods 0.000 claims description 25
- -1 aminoalkyl ester Chemical class 0.000 claims description 10
- 239000003814 drug Substances 0.000 claims description 9
- 229940079593 drug Drugs 0.000 claims description 9
- 230000002496 gastric effect Effects 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 239000012530 fluid Substances 0.000 claims description 6
- 239000004014 plasticizer Substances 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 239000000049 pigment Substances 0.000 claims description 5
- 239000008346 aqueous phase Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000005282 brightening Methods 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 239000000796 flavoring agent Substances 0.000 claims description 2
- 235000013355 food flavoring agent Nutrition 0.000 claims description 2
- 210000004051 gastric juice Anatomy 0.000 claims description 2
- 238000005498 polishing Methods 0.000 claims description 2
- 239000011814 protection agent Substances 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 239000002518 antifoaming agent Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 4
- CREXVNNSNOKDHW-UHFFFAOYSA-N azaniumylideneazanide Chemical group N[N] CREXVNNSNOKDHW-UHFFFAOYSA-N 0.000 abstract description 3
- 125000002947 alkylene group Chemical group 0.000 abstract description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 abstract description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 1
- 239000008016 pharmaceutical coating Substances 0.000 abstract 1
- 229920001059 synthetic polymer Polymers 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 description 33
- 239000003826 tablet Substances 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- 239000000203 mixture Substances 0.000 description 18
- 239000007921 spray Substances 0.000 description 17
- 239000000243 solution Substances 0.000 description 12
- 239000010410 layer Substances 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- AZCYBBHXCQYWTO-UHFFFAOYSA-N 2-[(2-chloro-6-fluorophenyl)methoxy]benzaldehyde Chemical compound FC1=CC=CC(Cl)=C1COC1=CC=CC=C1C=O AZCYBBHXCQYWTO-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 159000000000 sodium salts Chemical class 0.000 description 9
- 239000000725 suspension Substances 0.000 description 9
- 239000002245 particle Substances 0.000 description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- 125000004103 aminoalkyl group Chemical group 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 5
- 239000013543 active substance Substances 0.000 description 5
- 239000003995 emulsifying agent Substances 0.000 description 5
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 5
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000009495 sugar coating Methods 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- 238000001248 thermal gelation Methods 0.000 description 3
- 239000012463 white pigment Substances 0.000 description 3
- UZVAZDQMPUOHKP-UHFFFAOYSA-N 2-(7-methyloctyl)phenol Chemical compound CC(C)CCCCCCC1=CC=CC=C1O UZVAZDQMPUOHKP-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000004902 Softening Agent Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QUUADHFTYIGTFH-UHFFFAOYSA-N [3-(dimethylamino)phenyl]methyl 2-methylprop-2-enoate Chemical compound CN(C)C1=CC=CC(COC(=O)C(C)=C)=C1 QUUADHFTYIGTFH-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000005469 granulation Methods 0.000 description 2
- 230000003179 granulation Effects 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-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
- 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 1
- FEUFEGJTJIHPOF-UHFFFAOYSA-N 2-butyl acrylic acid Chemical compound CCCCC(=C)C(O)=O FEUFEGJTJIHPOF-UHFFFAOYSA-N 0.000 description 1
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-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
- RCEAADKTGXTDOA-UHFFFAOYSA-N OS(O)(=O)=O.CCCCCCCCCCCC[Na] Chemical compound OS(O)(=O)=O.CCCCCCCCCCCC[Na] RCEAADKTGXTDOA-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000004815 dispersion polymer Substances 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005397 methacrylic acid ester 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
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940082004 sodium laurate Drugs 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/2833—Organic macromolecular compounds
- A61K9/284—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone
- A61K9/2846—Poly(meth)acrylates
-
- 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.]
- Y10T428/2991—Coated
- Y10T428/2998—Coated including synthetic resin or polymer
Landscapes
- Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813106449 DE3106449A1 (de) | 1981-02-20 | 1981-02-20 | "in magensaft loesliche oder quellbare ueberzugsmasse und ihre verwendung in einem verfahren zum ueberziehen von arzneiformen" |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57150621A JPS57150621A (en) | 1982-09-17 |
| JPH0419209B2 true JPH0419209B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-03-30 |
Family
ID=6125397
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57024647A Granted JPS57150621A (en) | 1981-02-20 | 1982-02-19 | Coating material for vehicle soluble or swellable in gastric juice and vehicle coating method |
Country Status (7)
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3405378A1 (de) * | 1984-02-15 | 1985-08-22 | Röhm GmbH, 6100 Darmstadt | Arzneimittelueberzug |
| EP0164669B1 (de) * | 1984-06-13 | 1991-01-23 | Röhm Gmbh | Verfahren zum Überziehen von Arzneiformen |
| DE3438291A1 (de) * | 1984-10-19 | 1986-04-24 | Röhm GmbH, 6100 Darmstadt | Verfahren zur herstellung einer waessrigen ueberzugsmitteldispersion und ihre verwendung zum ueberziehen von arzneimitteln |
| US4786508A (en) * | 1986-05-30 | 1988-11-22 | Warner-Lambert Company | Coated dosage forms |
| NZ225341A (en) * | 1987-07-09 | 1991-11-26 | Wellcome Found | Pharmaceutical tablet with a flavoured film-coating |
| US4853229A (en) * | 1987-10-26 | 1989-08-01 | Alza Corporation | Method for adminstering tiny pills |
| US4961932A (en) * | 1987-10-26 | 1990-10-09 | Alza Corporation | Plurality of tiny pills in liquid dosage form |
| US5030454A (en) * | 1987-10-26 | 1991-07-09 | Alza Corporation | Method for delivering drug in tiny pills in liquid carrier |
| US5007790A (en) * | 1989-04-11 | 1991-04-16 | Depomed Systems, Inc. | Sustained-release oral drug dosage form |
| US5292522A (en) * | 1989-06-20 | 1994-03-08 | Rohm Gmbh | Aqueous film coating agent for solid medicaments |
| DE3920082A1 (de) * | 1989-06-20 | 1991-03-07 | Roehm Gmbh | Filmbildendes waessriges ueberzugsmittel fuer feste arzneimittel, verfahren zu seiner herstellung und verwendung |
| FR2663207B1 (fr) * | 1990-06-15 | 1993-04-30 | Rhone Poulenc Nutrition Animal | Procede d'enrobage par un polymere ph sensible de principes actifs. |
| US5098715A (en) * | 1990-12-20 | 1992-03-24 | Burroughs Wellcome Co. | Flavored film-coated tablet |
| US5530989A (en) * | 1994-12-20 | 1996-07-02 | The Dow Chemical Company | Dual durometer handles |
| DE102004011349A1 (de) * | 2004-03-05 | 2005-09-22 | Basf Ag | Wässrige Polymerdispersion auf Basis von Alkyl(meth)-acrylaten |
| DE102005042039A1 (de) * | 2005-09-02 | 2007-03-08 | Basf Ag | Wässrige Polyvinylacetatdispersionen mit hoher Scherstabilität |
| DE102007009243A1 (de) | 2007-02-22 | 2008-09-18 | Evonik Röhm Gmbh | Pellets mit einer Wirkstoff-Matrix und einem Polymerüberzug, sowie ein Verfahren zur Herstellung der Pellets |
| US8790693B2 (en) | 2007-08-02 | 2014-07-29 | Basf Se | Aqueous polymer dispersion based on N,N-diethylaminoethyl methacrylate, its preparation and use |
| KR101664523B1 (ko) | 2009-07-30 | 2016-10-10 | 에보니크 룀 게엠베하 | 공중합체, 지방 모노카르복실산의 염 및 지방 모노카르복실산 및／또는 지방 알콜을 포함하는 분말 또는 과립 조성물 |
| WO2011051155A2 (en) | 2009-10-28 | 2011-05-05 | Basf Se | Stable protective coatings for pharmaceutical dosage forms |
| EP2538955B1 (en) | 2010-02-25 | 2015-12-02 | Evonik Röhm GmbH | Pharmaceutical or nutraceutical formulation |
| JP2013526495A (ja) | 2010-05-10 | 2013-06-24 | エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツング | １種以上の抗レトロウイルス活性成分を有する製薬学的剤形 |
| CN103189052A (zh) | 2010-09-07 | 2013-07-03 | 巴斯夫欧洲公司 | 基于含氨基聚合物的共聚物作为基质粘合剂在制备含活性成分的颗粒和给药形式中的用途 |
| EP2621479B1 (de) | 2010-09-27 | 2017-11-29 | Basf Se | Protektive überzüge für saure wirkstoffe |
| US9795576B2 (en) | 2010-09-27 | 2017-10-24 | Basf Se | Protective coatings for acidic active ingredients |
| US20150250888A1 (en) | 2012-09-28 | 2015-09-10 | Evonik Industries Ag | Process for preparing aqueous dispersions |
| US20150290136A1 (en) | 2012-11-22 | 2015-10-15 | Evonik Roehm Gmbh | Process for preparing a granulated product from a powder composition |
| WO2014108192A1 (en) | 2013-01-10 | 2014-07-17 | Evonik Industries Ag | Electronic device unit being equipped on the outside with a coating layer comprising a cationic (meth)acrylate copolymer |
| EP4009961A1 (en) | 2019-08-08 | 2022-06-15 | Evonik Operations GmbH | Solubility enhancement of poorly soluble actives |
| EP3916029A1 (en) | 2020-05-28 | 2021-12-01 | Evonik Operations GmbH | Novel methacrylate copolymer and compositions comprising it |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2138762A (en) * | 1935-05-16 | 1938-11-29 | Du Pont | Process of polymerizing methacrylic esters of amino alcohols, in which the amino group is tertiary, and product |
| BE785702A (fr) * | 1971-07-14 | 1972-10-16 | Roehm Gmbh | Produits de revetement de formes medicamenteuses et leur utilisation |
| DE2340060A1 (de) * | 1973-08-08 | 1975-02-20 | Scherer Gmbh R P | Magensaftresistente gelatinekapseln und verfahren zu deren herstellung |
| US4180519A (en) * | 1974-06-13 | 1979-12-25 | Rhone-Poulenc Industries | Process for obtaining and product acrylic monomers useful in the preparation of cationic flocculants |
| US4036768A (en) * | 1976-06-14 | 1977-07-19 | Texaco Inc. | Polymethacrylate and lube composition thereof |
| SE418749B (sv) * | 1977-04-04 | 1981-06-22 | Ewos Ab | Polymer for filmoverdragning av foderlivs- och lekemedel och med ph-beroende loslighetsegenskaper i vattenhaltiga medier samt forfarande for dess framstellning |
| CH652413A5 (fr) * | 1978-09-20 | 1985-11-15 | Deltaglass Sa | Composition adhesive photodurcissable. |
| CH642992A5 (de) * | 1979-06-05 | 1984-05-15 | Sandoz Ag | Feste pigmentzubereitungen. |
| DE2934086A1 (de) * | 1979-08-23 | 1981-04-09 | Röhm GmbH, 6100 Darmstadt | Emulsionspolymerisat mit verdickungswirkung im sauren bereich |
-
1981
- 1981-02-20 DE DE19813106449 patent/DE3106449A1/de not_active Withdrawn
- 1981-11-04 AT AT81109502T patent/ATE11867T1/de not_active IP Right Cessation
- 1981-11-04 EP EP81109502A patent/EP0058765B1/de not_active Expired
- 1981-11-04 DE DE8181109502T patent/DE3169096D1/de not_active Expired
- 1981-12-09 DK DK544981A patent/DK157350C/da active
-
1982
- 1982-02-03 US US06/345,478 patent/US4452862A/en not_active Expired - Lifetime
- 1982-02-19 HU HU82520A patent/HU186475B/hu unknown
- 1982-02-19 JP JP57024647A patent/JPS57150621A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DK544981A (da) | 1982-08-21 |
| DK157350C (da) | 1990-05-21 |
| DE3169096D1 (en) | 1985-03-28 |
| DE3106449A1 (de) | 1982-09-09 |
| EP0058765B1 (de) | 1985-02-20 |
| ATE11867T1 (de) | 1985-03-15 |
| EP0058765A3 (en) | 1983-01-12 |
| US4452862A (en) | 1984-06-05 |
| DK157350B (da) | 1989-12-27 |
| JPS57150621A (en) | 1982-09-17 |
| HU186475B (en) | 1985-08-28 |
| EP0058765A2 (de) | 1982-09-01 |
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