DD237754A3 - Verfahren zur oligomerisierung von vinylaromaten mit alkalimetallinitiatoren - Google Patents
Verfahren zur oligomerisierung von vinylaromaten mit alkalimetallinitiatoren Download PDFInfo
- Publication number
- DD237754A3 DD237754A3 DD24190382A DD24190382A DD237754A3 DD 237754 A3 DD237754 A3 DD 237754A3 DD 24190382 A DD24190382 A DD 24190382A DD 24190382 A DD24190382 A DD 24190382A DD 237754 A3 DD237754 A3 DD 237754A3
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- alkali metal
- alpha
- methylstyrene
- oligomerization
- oligomers
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 13
- 229920002554 vinyl polymer Polymers 0.000 title claims abstract description 6
- 238000006384 oligomerization reaction Methods 0.000 title abstract description 10
- ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical class C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 title 1
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 34
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 34
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000203 mixture Substances 0.000 claims abstract description 16
- 239000003999 initiator Substances 0.000 claims abstract description 10
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052753 mercury Inorganic materials 0.000 claims abstract description 9
- 239000002798 polar solvent Substances 0.000 claims abstract description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 5
- 239000007795 chemical reaction product Substances 0.000 claims abstract 2
- 239000011734 sodium Substances 0.000 claims description 15
- 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 description 13
- 229910052708 sodium Inorganic materials 0.000 claims description 13
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- XXTQHVKTTBLFRI-UHFFFAOYSA-N 1-methyl-3-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC(C)=C1 XXTQHVKTTBLFRI-UHFFFAOYSA-N 0.000 claims description 2
- 230000003606 oligomerizing effect Effects 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- 229920001519 homopolymer Polymers 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000002245 particle Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229910000497 Amalgam Inorganic materials 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 238000005267 amalgamation Methods 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- MMSLOZQEMPDGPI-UHFFFAOYSA-N p-Mentha-1,3,5,8-tetraene Chemical compound CC(=C)C1=CC=C(C)C=C1 MMSLOZQEMPDGPI-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000011241 protective layer Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- -1 alkylene sulfide Chemical compound 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- URXNVXOMQQCBHS-UHFFFAOYSA-N naphthalene;sodium Chemical compound [Na].C1=CC=CC2=CC=CC=C21 URXNVXOMQQCBHS-UHFFFAOYSA-N 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/26—Polyhydroxylic alcohols containing only six-membered aromatic rings as cyclic part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/15—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction of organic compounds with carbon dioxide, e.g. Kolbe-Schmitt synthesis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD24190382A DD237754A3 (de) | 1982-07-23 | 1982-07-23 | Verfahren zur oligomerisierung von vinylaromaten mit alkalimetallinitiatoren |
| FR8221759A FR2530619B1 (fr) | 1982-07-23 | 1982-12-24 | Procede pour la fabrication d'oligomeres fonctionnalises de composes vinyl aromatiques |
| SU837772975A SU1425193A1 (ru) | 1982-07-23 | 1983-05-16 | Способ получени олигомеров @ -Метилстирола или его производных |
| GB08318107A GB2125419B (en) | 1982-07-23 | 1983-07-04 | Reactive oligomers from vinyl aromatic hydrocarbons |
| CS543383A CS237282B1 (en) | 1982-07-23 | 1983-07-20 | Method of oligomerization of vinyl aromatic hydrocarbon with alkaline metallic initiators |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD24190382A DD237754A3 (de) | 1982-07-23 | 1982-07-23 | Verfahren zur oligomerisierung von vinylaromaten mit alkalimetallinitiatoren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD237754A3 true DD237754A3 (de) | 1986-07-30 |
Family
ID=5540167
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD24190382A DD237754A3 (de) | 1982-07-23 | 1982-07-23 | Verfahren zur oligomerisierung von vinylaromaten mit alkalimetallinitiatoren |
Country Status (5)
| Country | Link |
|---|---|
| CS (1) | CS237282B1 (cs) |
| DD (1) | DD237754A3 (cs) |
| FR (1) | FR2530619B1 (cs) |
| GB (1) | GB2125419B (cs) |
| SU (1) | SU1425193A1 (cs) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4845277A (en) * | 1988-08-22 | 1989-07-04 | Mine Safety Appliances Company | Method of preparing dialkoxybenzoic acid |
| US6525133B1 (en) * | 2000-03-29 | 2003-02-25 | The Goodyear Tire & Rubber Company | Tire with tread which utilizes an alpha-methyl styrene oligomer |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2816914A (en) * | 1956-05-09 | 1957-12-17 | Nat Distillers Chem Corp | Dimerization process |
| DE1065611B (de) * | 1958-04-16 | 1959-09-17 | Badische Anilin- Sv Soda-Fabrik Aktiengesellschaft, Ludwigshafen/Rhem | Verfahren zur Herstellung von hochmolekularen Polymerisaten und Mischpolymerisaten von a-Methylstyrol und dessen am Kern substituierten Derivaten |
| FR1116819A (fr) * | 1958-12-15 | 1956-05-14 | Nat Distillers Prod Corp | Préparation d'acides substitués |
| FR1566343A (cs) * | 1968-02-05 | 1969-05-09 |
-
1982
- 1982-07-23 DD DD24190382A patent/DD237754A3/de not_active IP Right Cessation
- 1982-12-24 FR FR8221759A patent/FR2530619B1/fr not_active Expired
-
1983
- 1983-05-16 SU SU837772975A patent/SU1425193A1/ru active
- 1983-07-04 GB GB08318107A patent/GB2125419B/en not_active Expired
- 1983-07-20 CS CS543383A patent/CS237282B1/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS237282B1 (en) | 1985-07-16 |
| FR2530619B1 (fr) | 1987-08-28 |
| GB8318107D0 (en) | 1983-08-03 |
| GB2125419A (en) | 1984-03-07 |
| FR2530619A1 (fr) | 1984-01-27 |
| GB2125419B (en) | 1985-05-01 |
| SU1425193A1 (ru) | 1988-09-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RPI | Change in the person, name or address of the patentee (searches according to art. 11 and 12 extension act) | ||
| ENJ | Ceased due to non-payment of renewal fee |