DE1644987C3 - Verwendung von Copolymerisaten aus Styrol und Maleinsäurehalbestern als Bindemittel - Google Patents
Verwendung von Copolymerisaten aus Styrol und Maleinsäurehalbestern als BindemittelInfo
- Publication number
- DE1644987C3 DE1644987C3 DE1644987A DE1644987A DE1644987C3 DE 1644987 C3 DE1644987 C3 DE 1644987C3 DE 1644987 A DE1644987 A DE 1644987A DE 1644987 A DE1644987 A DE 1644987A DE 1644987 C3 DE1644987 C3 DE 1644987C3
- Authority
- DE
- Germany
- Prior art keywords
- copolymers
- styrene
- esters
- produced
- monomers
- 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
Links
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims description 24
- 229920001577 copolymer Polymers 0.000 title claims description 20
- 239000011230 binding agent Substances 0.000 title claims description 11
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 title claims description 10
- 239000011976 maleic acid Substances 0.000 title claims description 10
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 title claims description 10
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 title claims description 8
- 239000000178 monomer Substances 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 229920005989 resin Polymers 0.000 claims description 8
- 239000011347 resin Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000000976 ink Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 239000007900 aqueous suspension Substances 0.000 claims description 4
- 239000004922 lacquer Substances 0.000 claims description 4
- -1 aliphatic alcohols Chemical class 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 230000009965 odorless effect Effects 0.000 claims description 3
- 239000000020 Nitrocellulose Substances 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 229920001220 nitrocellulos Polymers 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 229920008712 Copo Polymers 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 230000002349 favourable effect Effects 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 230000002688 persistence Effects 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- SIIVGPQREKVCOP-UHFFFAOYSA-N but-1-en-1-ol Chemical compound CCC=CO SIIVGPQREKVCOP-UHFFFAOYSA-N 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 239000004372 Polyvinyl alcohol Substances 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 229910000365 copper sulfate Inorganic materials 0.000 description 4
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- WAEOXIOXMKNFLQ-UHFFFAOYSA-N 1-methyl-4-prop-2-enylbenzene Chemical group CC1=CC=C(CC=C)C=C1 WAEOXIOXMKNFLQ-UHFFFAOYSA-N 0.000 description 1
- DTDMYWXTWWFLGJ-JTQLQIEISA-N 4-Decanol Natural products CCCCCC[C@@H](O)CCC DTDMYWXTWWFLGJ-JTQLQIEISA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- SFVWPXMPRCIVOK-UHFFFAOYSA-N cyclododecanol Chemical compound OC1CCCCCCCCCCC1 SFVWPXMPRCIVOK-UHFFFAOYSA-N 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- PYRZPBDTPRQYKG-UHFFFAOYSA-N cyclopentene-1-carboxylic acid Chemical compound OC(=O)C1=CCCC1 PYRZPBDTPRQYKG-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000011049 pearl Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012508 resin bead Substances 0.000 description 1
- 239000006120 scratch resistant coating Substances 0.000 description 1
- 230000003678 scratch resistant effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0093135 | 1967-06-22 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1644987A1 DE1644987A1 (de) | 1971-07-22 |
| DE1644987B2 DE1644987B2 (de) | 1973-09-06 |
| DE1644987C3 true DE1644987C3 (de) | 1975-04-03 |
Family
ID=6986783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1644987A Expired DE1644987C3 (de) | 1967-06-22 | 1967-06-22 | Verwendung von Copolymerisaten aus Styrol und Maleinsäurehalbestern als Bindemittel |
Country Status (6)
| Country | Link |
|---|---|
| AT (1) | AT286470B (en:Method) |
| BE (1) | BE716960A (en:Method) |
| CH (1) | CH511276A (en:Method) |
| DE (1) | DE1644987C3 (en:Method) |
| FR (1) | FR1570226A (en:Method) |
| GB (1) | GB1221565A (en:Method) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5140482B1 (en:Method) * | 1971-06-15 | 1976-11-04 | ||
| US3804797A (en) * | 1972-09-13 | 1974-04-16 | Dow Chemical Co | Coating compositions comprising cyclic sulfonium zwitterions with carboxy containing polymers |
-
1967
- 1967-06-22 DE DE1644987A patent/DE1644987C3/de not_active Expired
-
1968
- 1968-06-19 GB GB29097/68A patent/GB1221565A/en not_active Expired
- 1968-06-20 FR FR1570226D patent/FR1570226A/fr not_active Expired
- 1968-06-21 CH CH931968A patent/CH511276A/de not_active IP Right Cessation
- 1968-06-21 BE BE716960D patent/BE716960A/xx unknown
- 1968-06-21 AT AT596868A patent/AT286470B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BE716960A (en:Method) | 1968-12-23 |
| DE1644987B2 (de) | 1973-09-06 |
| DE1644987A1 (de) | 1971-07-22 |
| GB1221565A (en) | 1971-02-03 |
| FR1570226A (en:Method) | 1969-06-06 |
| CH511276A (de) | 1971-08-15 |
| AT286470B (de) | 1970-12-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1904544B1 (de) | Verfahren zur herstellung von emulsionspolymerisaten | |
| DE69504650T3 (de) | Verfahren zur herstellung von wässrigen polymer-zusammensetzungen | |
| DE69501953T2 (de) | Herstellung von wässrigen polymerzusammensetzungen | |
| DE69603840T2 (de) | Polymere in wässriger phase mit seitengruppen, die allylgruppen enthalten | |
| EP0072979B1 (de) | Wasserverdünnbare Harzzubereitungen auf Basis von Alkydharzen und Polyacrylatharzen sowie deren Verwendung als Lackbindemittel | |
| DE69403811T2 (de) | Stabile mikrodispersionen und mikrogele auf basis von acrylatpolymere, verfahren zu deren herstellung und kosmetische zusammensetzungen, diese enthaltend | |
| DE2818102A1 (de) | Beschichtungszusammensetzung | |
| DE69828785T2 (de) | Vernetzbare oberflächenbeschichtungen und verfahren zu ihrer herstellung | |
| DE60116767T2 (de) | Wässrige bindemittelzusammensetzung | |
| EP0320865B1 (de) | Verfahren zur Herstellung von wässrigen Polymerdispersionen | |
| DE1520766B1 (de) | Verfahren zur herstellung von mischpolymerisaten aus ungesaettigten polyestern | |
| DE69111163T2 (de) | Verfahren zur Herstellung von stabilem Latex. | |
| DE1644987C3 (de) | Verwendung von Copolymerisaten aus Styrol und Maleinsäurehalbestern als Bindemittel | |
| EP2501725B1 (de) | Substanzpolymerisation von (meth)acrylat-copolymeren, die im wässrig-alkalischen löslich sind | |
| DE10018078A1 (de) | Formmassen und Verfahren zur Herstellung von Formkörpern | |
| DE2309368C3 (de) | Kontinuierliches Verfahren zur Herstellung von Copolymerisat-Dispersionen | |
| AT283545B (de) | Verfahren zur Herstellung von Lösungen von Acrylpolymeren in einem organischen Lösungsmittel | |
| DE3050850C2 (de) | Verfahren zur Herstellung einer wäßrigen Polymerdispersion | |
| EP1224231B1 (de) | Verdicker für wässrige dispersionen | |
| DE69828721T2 (de) | Harze hergestellt aus Alpha, Beta-ungesättigten Monomeren und ungesättigten Fettsäuren | |
| EP0601492B1 (de) | Reinaliphaten-lösliches pulverförmiges Bindemittel für Anstrichfarben | |
| DE19752435A1 (de) | Redispergierbares Polymerpulver, seine Herstellung und Verwendung | |
| EP0007531B1 (de) | Carboxylgruppenhaltige Vinylchloridcopolymerisate und ihre Verwendung | |
| EP0490149B1 (de) | Lackbindemittelgranulate | |
| DE2320605A1 (de) | Verfahren zur herstellung von polymerlackdispersionen mit hohem feststoffgehalt |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8330 | Complete disclaimer |