DE2056197B2 - Verfahren zur herstellung von mischpolymerisaten aus styrol und alphamethylstyrol - Google Patents
Verfahren zur herstellung von mischpolymerisaten aus styrol und alphamethylstyrolInfo
- Publication number
- DE2056197B2 DE2056197B2 DE19702056197 DE2056197A DE2056197B2 DE 2056197 B2 DE2056197 B2 DE 2056197B2 DE 19702056197 DE19702056197 DE 19702056197 DE 2056197 A DE2056197 A DE 2056197A DE 2056197 B2 DE2056197 B2 DE 2056197B2
- Authority
- DE
- Germany
- Prior art keywords
- polymerization
- styrene
- methylstyrene
- reactor
- reaction
- 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.)
- Granted
Links
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims description 22
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims 6
- 238000004519 manufacturing process Methods 0.000 title claims 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 11
- 238000006116 polymerization reaction Methods 0.000 claims description 11
- 229920001577 copolymer Polymers 0.000 claims description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- URXNVXOMQQCBHS-UHFFFAOYSA-N naphthalene;sodium Chemical compound [Na].C1=CC=CC2=CC=CC=C21 URXNVXOMQQCBHS-UHFFFAOYSA-N 0.000 claims description 2
- 230000004580 weight loss Effects 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims 9
- 239000000178 monomer Substances 0.000 claims 7
- 229910052783 alkali metal Inorganic materials 0.000 claims 5
- 150000001340 alkali metals Chemical class 0.000 claims 5
- 239000003054 catalyst Substances 0.000 claims 5
- 150000002170 ethers Chemical class 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 238000010539 anionic addition polymerization reaction Methods 0.000 claims 3
- 238000001816 cooling Methods 0.000 claims 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims 2
- 230000007717 exclusion Effects 0.000 claims 2
- 229920000642 polymer Polymers 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 229910001868 water Inorganic materials 0.000 claims 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 claims 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 241000158147 Sator Species 0.000 claims 1
- 150000001339 alkali metal compounds Chemical class 0.000 claims 1
- 229910000102 alkali metal hydride Inorganic materials 0.000 claims 1
- 150000008046 alkali metal hydrides Chemical class 0.000 claims 1
- 239000000956 alloy Substances 0.000 claims 1
- 229910045601 alloy Inorganic materials 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910002092 carbon dioxide Inorganic materials 0.000 claims 1
- 239000001569 carbon dioxide Substances 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000007334 copolymerization reaction Methods 0.000 claims 1
- 150000004292 cyclic ethers Chemical class 0.000 claims 1
- 238000007599 discharging Methods 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 230000002779 inactivation Effects 0.000 claims 1
- 238000012690 ionic polymerization Methods 0.000 claims 1
- 238000011031 large-scale manufacturing process Methods 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010626 work up procedure 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
- 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
-
- 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
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/922—Polymerization process of ethylenic monomers using manipulative technique
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)
- Polymerization Catalysts (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702056197 DE2056197B2 (de) | 1970-11-16 | 1970-11-16 | Verfahren zur herstellung von mischpolymerisaten aus styrol und alphamethylstyrol |
| US00199350A US3725506A (en) | 1970-11-16 | 1971-11-16 | Manufacture of copolymers of styrene and {60 -methylstyrene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702056197 DE2056197B2 (de) | 1970-11-16 | 1970-11-16 | Verfahren zur herstellung von mischpolymerisaten aus styrol und alphamethylstyrol |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2056197A1 DE2056197A1 (de) | 1972-06-15 |
| DE2056197B2 true DE2056197B2 (de) | 1973-04-26 |
| DE2056197C3 DE2056197C3 (OSRAM) | 1973-11-29 |
Family
ID=5788167
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702056197 Granted DE2056197B2 (de) | 1970-11-16 | 1970-11-16 | Verfahren zur herstellung von mischpolymerisaten aus styrol und alphamethylstyrol |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US3725506A (OSRAM) |
| DE (1) | DE2056197B2 (OSRAM) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3879334A (en) * | 1972-07-27 | 1975-04-22 | Hercules Inc | Composition for sizing and retexturizing fabrics |
| US3932332A (en) * | 1973-02-16 | 1976-01-13 | Hercules Incorporated | Copolymers of alpha-methylstyrene and styrene and uses thereof |
| US3919181A (en) * | 1973-10-11 | 1975-11-11 | Schenectady Chemical | Preparation of hydrocarbon resins using zirconium tetrachloride |
| DE2719972A1 (de) * | 1977-05-04 | 1978-11-09 | Bayer Ag | Verfahren zur anionischen homo- oder mischpolymerisation von vinylaromaten |
| US4200713A (en) * | 1977-05-04 | 1980-04-29 | Bayer Aktiengesellschaft | Process for the anionic homo- or co-polymerization of aromatic vinyl compounds |
| CA1196148A (en) * | 1982-02-22 | 1985-10-29 | Duane B. Priddy | Production of copolymers of alpha-methyl-styrene |
| US4647632A (en) * | 1982-02-22 | 1987-03-03 | The Dow Chemical Company | Production of copolymers of α-methylstyrene |
| US10450446B2 (en) * | 2017-04-24 | 2019-10-22 | Fina Technology, Inc. | Curable rubber compositions containing styrene/alpha-methyl styrene co-oligomers |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL236500A (OSRAM) * | 1958-02-25 | |||
| US3530105A (en) * | 1967-08-28 | 1970-09-22 | Dow Chemical Co | Process for making high molecular weight polymers |
| US3640979A (en) * | 1968-06-26 | 1972-02-08 | Theodore B Baba | Continuous process for the production of alfin polymers by polymerization of alfin monomers in an organic solvent and for recovering and recycling solvent |
-
1970
- 1970-11-16 DE DE19702056197 patent/DE2056197B2/de active Granted
-
1971
- 1971-11-16 US US00199350A patent/US3725506A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE2056197A1 (de) | 1972-06-15 |
| US3725506A (en) | 1973-04-03 |
| DE2056197C3 (OSRAM) | 1973-11-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EGA | New person/name/address of the applicant | ||
| EF | Willingness to grant licences | ||
| 8330 | Complete disclaimer |