DE2538969A1 - Verfahren zum mischpolymerisieren von styrol und acrylnitril - Google Patents
Verfahren zum mischpolymerisieren von styrol und acrylnitrilInfo
- Publication number
- DE2538969A1 DE2538969A1 DE19752538969 DE2538969A DE2538969A1 DE 2538969 A1 DE2538969 A1 DE 2538969A1 DE 19752538969 DE19752538969 DE 19752538969 DE 2538969 A DE2538969 A DE 2538969A DE 2538969 A1 DE2538969 A1 DE 2538969A1
- Authority
- DE
- Germany
- Prior art keywords
- styrene
- acrylonitrile
- polymerization
- latex
- diene
- 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.)
- Withdrawn
Links
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims description 65
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title claims description 33
- 238000000034 method Methods 0.000 title claims description 25
- 238000006116 polymerization reaction Methods 0.000 title claims description 17
- 229920001577 copolymer Polymers 0.000 claims description 17
- 229920000126 latex Polymers 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 13
- 229920000642 polymer Polymers 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 239000004816 latex Substances 0.000 claims description 11
- 229920003244 diene elastomer Polymers 0.000 claims description 10
- 150000001993 dienes Chemical class 0.000 claims description 7
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 6
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 5
- 239000000839 emulsion Substances 0.000 claims description 5
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
- 229910001882 dioxygen Inorganic materials 0.000 claims description 3
- 229920001519 homopolymer Polymers 0.000 claims description 3
- 239000000203 mixture Substances 0.000 description 13
- 229920001971 elastomer Polymers 0.000 description 12
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 238000007792 addition Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 150000003440 styrenes Chemical class 0.000 description 4
- -1 Oc-methylstyrene Chemical compound 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 229920000578 graft copolymer Polymers 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 3
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- HLOUDBQOEJSUPI-UHFFFAOYSA-N 1-ethenyl-2,3-dimethylbenzene Chemical class CC1=CC=CC(C=C)=C1C HLOUDBQOEJSUPI-UHFFFAOYSA-N 0.000 description 1
- QQHQTCGEZWTSEJ-UHFFFAOYSA-N 1-ethenyl-4-propan-2-ylbenzene Chemical class CC(C)C1=CC=C(C=C)C=C1 QQHQTCGEZWTSEJ-UHFFFAOYSA-N 0.000 description 1
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical class CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical class CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- CEBRPXLXYCFYGU-UHFFFAOYSA-N 3-methylbut-1-enylbenzene Chemical class CC(C)C=CC1=CC=CC=C1 CEBRPXLXYCFYGU-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 206010057040 Temperature intolerance Diseases 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 229910052783 alkali metal Chemical group 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 230000008543 heat sensitivity Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000007348 radical reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 238000005476 soldering Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000004383 yellowing Methods 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/42—Nitriles
- C08F220/44—Acrylonitrile
-
- 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
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
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)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50776774A | 1974-09-20 | 1974-09-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2538969A1 true DE2538969A1 (de) | 1976-04-01 |
Family
ID=24020053
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752538969 Withdrawn DE2538969A1 (de) | 1974-09-20 | 1975-09-02 | Verfahren zum mischpolymerisieren von styrol und acrylnitril |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS5156894A (enExample) |
| AR (1) | AR213393A1 (enExample) |
| AT (1) | AT340682B (enExample) |
| AU (1) | AU8421075A (enExample) |
| BE (1) | BE833635A (enExample) |
| BR (1) | BR7506070A (enExample) |
| CH (1) | CH617943A5 (enExample) |
| DE (1) | DE2538969A1 (enExample) |
| DK (1) | DK421675A (enExample) |
| FR (1) | FR2285405A1 (enExample) |
| GB (1) | GB1490821A (enExample) |
| IT (1) | IT1042565B (enExample) |
| LU (1) | LU73398A1 (enExample) |
| NL (1) | NL7511102A (enExample) |
| NO (1) | NO753193L (enExample) |
| SE (1) | SE7510549L (enExample) |
| ZA (1) | ZA755276B (enExample) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3449472A (en) * | 1966-10-21 | 1969-06-10 | Eastman Kodak Co | Continuous equilibrium process for preparing biphase plastics |
| BE757564A (fr) * | 1969-11-06 | 1971-04-15 | Standard Oil Co | Procede de copolymerisation nitrile olefinique/styrene |
-
1975
- 1975-08-18 ZA ZA00755276A patent/ZA755276B/xx unknown
- 1975-08-22 AU AU84210/75A patent/AU8421075A/en not_active Expired
- 1975-09-02 DE DE19752538969 patent/DE2538969A1/de not_active Withdrawn
- 1975-09-08 AT AT691075A patent/AT340682B/de not_active IP Right Cessation
- 1975-09-09 AR AR260307A patent/AR213393A1/es active
- 1975-09-12 FR FR7528078A patent/FR2285405A1/fr active Granted
- 1975-09-15 IT IT27253/75A patent/IT1042565B/it active
- 1975-09-15 LU LU73398A patent/LU73398A1/xx unknown
- 1975-09-17 GB GB38183/75A patent/GB1490821A/en not_active Expired
- 1975-09-17 JP JP50112507A patent/JPS5156894A/ja active Pending
- 1975-09-19 SE SE7510549A patent/SE7510549L/xx unknown
- 1975-09-19 NL NL7511102A patent/NL7511102A/xx not_active Application Discontinuation
- 1975-09-19 BE BE160220A patent/BE833635A/xx unknown
- 1975-09-19 NO NO753193A patent/NO753193L/no unknown
- 1975-09-19 DK DK421675A patent/DK421675A/da unknown
- 1975-09-19 CH CH1216475A patent/CH617943A5/de not_active IP Right Cessation
- 1975-09-19 BR BR7506070*A patent/BR7506070A/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA755276B (en) | 1976-07-28 |
| BR7506070A (pt) | 1976-08-03 |
| NL7511102A (nl) | 1976-03-23 |
| AT340682B (de) | 1977-12-27 |
| FR2285405B1 (enExample) | 1979-01-05 |
| CH617943A5 (en) | 1980-06-30 |
| DK421675A (da) | 1976-03-21 |
| LU73398A1 (enExample) | 1977-05-11 |
| FR2285405A1 (fr) | 1976-04-16 |
| NO753193L (enExample) | 1976-03-23 |
| ATA691075A (de) | 1977-04-15 |
| GB1490821A (en) | 1977-11-02 |
| SE7510549L (sv) | 1976-03-22 |
| AU8421075A (en) | 1977-02-24 |
| JPS5156894A (en) | 1976-05-18 |
| IT1042565B (it) | 1980-01-30 |
| BE833635A (fr) | 1976-01-16 |
| AR213393A1 (es) | 1979-01-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2559356A1 (de) | Stabilisierte nitrilpolymerisate und verfahren zu ihrer herstellung | |
| DE4212768A1 (de) | Verfahren zur Herstellung von wäßrigen Polymerdispersionen | |
| DE2849414A1 (de) | Verfahren zur waessrigen radikalischen emulsionspolymerisation | |
| DE1186215B (de) | Verfahren zur Herstellung von Chloroprenpolymerisaten | |
| EP0200857B1 (de) | Verfahren zur Herstellung toluollöslicher, schwefelmodifizierter Chloroprenpolymerisate | |
| DE2552234C2 (de) | Pfropfcopolymerisate und Verfahren zu ihrer Herstellung | |
| DE2720090A1 (de) | Verfahren zur herstellung von polymerisationsprodukten aus olefinisch ungesaettigten nitrilen und anderen olefinisch ungesaettigten verbindungen | |
| DE2538969A1 (de) | Verfahren zum mischpolymerisieren von styrol und acrylnitril | |
| DE1047437B (de) | Verfahren zur Herstellung von hochmolekularen thermoplastischen Butadien-Styrol-Pfropfpolymerisaten | |
| DE1055241B (de) | Verfahren zur Herstellung von bestaendigen emulgiermittelfreien Latices | |
| DD289546A5 (de) | Verfahren zum desaktivieren von radikalen | |
| DE2402165A1 (de) | Verfahren zum polymerisieren von chloropren | |
| DE1694471C3 (de) | Thermoplastische Massen | |
| DE1520515B2 (de) | Verfahren zur herstellung von elastomeren aethylenmischpolymerisaten | |
| DE2535170A1 (de) | Verfahren zur emulsionspolymerisation von chloropren | |
| DE19524868C2 (de) | Verfahren zur Herstellung von kammartig verzweigten wasserlöslichen kationischen Acrylamid-Copolymeren mit hohem Molekulargewicht | |
| DE1645527C3 (de) | Verfahren zur Herstellung hochkonzentrierter Pfropfcopolymerisatlatices | |
| DE2322886A1 (de) | Verfahren zur regelung der polymerteilchengroesse bei der emulsionspolymerisation | |
| DE936358C (de) | Verfahren zum Polymerisieren von Acrylnitril | |
| DE1520388A1 (de) | Hydroxylierte Interpolymere und ihre Herstellung | |
| DE1076945B (de) | Verfahren zur Emulsionspolymerisation von olefinisch ungesaettigten Verbindungen | |
| DE2436961C3 (de) | Verfahren zur Herstellung schlagfester Pfropfmischpolymerisate aus Styrol oder Vinyltoluol und synthetischem Kautschuk | |
| AT164004B (de) | Verfahren zur Polymerisation | |
| DE3729790A1 (de) | Verfahren zur herstellung eines emulgatorfreien copolymerisatlatex | |
| DE2535168B2 (de) | Verfahren zur Herstellung eines peptisierten schwefelmodifizierten Chloropren-Polymerisats |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |