DE1058737B - Verfahren zur Chlormethylierung vinylaromatischer Polymerisate - Google Patents
Verfahren zur Chlormethylierung vinylaromatischer PolymerisateInfo
- Publication number
- DE1058737B DE1058737B DEF24694A DEF0024694A DE1058737B DE 1058737 B DE1058737 B DE 1058737B DE F24694 A DEF24694 A DE F24694A DE F0024694 A DEF0024694 A DE F0024694A DE 1058737 B DE1058737 B DE 1058737B
- Authority
- DE
- Germany
- Prior art keywords
- hours
- methanol
- anhydrous
- chloromethylation
- aluminum chloride
- 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.)
- Pending
Links
- 238000007265 chloromethylation reaction Methods 0.000 title claims description 10
- 229920000642 polymer Polymers 0.000 title claims description 10
- 238000000034 method Methods 0.000 title claims description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 11
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 5
- 239000000460 chlorine Substances 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 229920002866 paraformaldehyde Polymers 0.000 claims description 5
- 239000000047 product Substances 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- -1 aromatic compounds aluminum chloride Chemical class 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- XJUZRXYOEPSWMB-UHFFFAOYSA-N Chloromethyl methyl ether Chemical compound COCCl XJUZRXYOEPSWMB-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 229940061627 chloromethyl methyl ether Drugs 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 150000002605 large molecules Chemical class 0.000 description 3
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 1
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical class COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002102 polyvinyl toluene Polymers 0.000 description 1
- 229920002717 polyvinylpyridine Polymers 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
- C08F8/24—Haloalkylation
Landscapes
- Chemical & Material Sciences (AREA)
- General 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)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL110165D NL110165C (en, 2012) | 1957-12-24 | ||
| DEF24694A DE1058737B (de) | 1957-12-24 | 1957-12-24 | Verfahren zur Chlormethylierung vinylaromatischer Polymerisate |
| US777593A US3008927A (en) | 1957-12-24 | 1958-12-02 | Process for the chloromethylation of aromatic vinyl polymers |
| GB40954/58A GB867769A (en) | 1957-12-24 | 1958-12-18 | A process for the chloromethylation of aromatic vinyl polymers |
| FR782294A FR1217983A (fr) | 1957-12-24 | 1958-12-22 | Procédé pour la chlorométhylation de polymères vinyliques aromatiques |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF24694A DE1058737B (de) | 1957-12-24 | 1957-12-24 | Verfahren zur Chlormethylierung vinylaromatischer Polymerisate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1058737B true DE1058737B (de) | 1959-06-04 |
Family
ID=7091326
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF24694A Pending DE1058737B (de) | 1957-12-24 | 1957-12-24 | Verfahren zur Chlormethylierung vinylaromatischer Polymerisate |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3008927A (en, 2012) |
| DE (1) | DE1058737B (en, 2012) |
| FR (1) | FR1217983A (en, 2012) |
| GB (1) | GB867769A (en, 2012) |
| NL (1) | NL110165C (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1144007B (de) * | 1961-07-27 | 1963-02-21 | Wolfen Filmfab Veb | Verfahren zur Herstellung von polyfunktionellen Anionenaustauscherharzen |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4037037A (en) * | 1971-07-28 | 1977-07-19 | Yeda Research & Development Co. Ltd. | Novel method of organic synthesis to form a polymer-bound active species |
| US4504631A (en) * | 1983-05-31 | 1985-03-12 | Kureha Kagaku Kogyo Kabushiki Kaisha | Photoresist material |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1018768A (fr) * | 1948-12-29 | 1953-01-13 | Dow Chemical Co | Perfectionnement aux polymères halométhylés de composés alkényl-aromatiques et leur procédé de préparation |
| DE1010738B (de) * | 1955-09-17 | 1957-06-19 | Permutit Ag | Verfahren zur Chlormethylierung hochmolekularer aromatischer Verbindungen |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2642417A (en) * | 1952-05-21 | 1953-06-16 | Dow Chemical Co | Process for making anionexchange resins |
| US2788330A (en) * | 1953-04-21 | 1957-04-09 | Permutit Co | Anion exchange resins from cross-liked halogenated polyvinylaromatic polymers |
-
0
- NL NL110165D patent/NL110165C/xx active
-
1957
- 1957-12-24 DE DEF24694A patent/DE1058737B/de active Pending
-
1958
- 1958-12-02 US US777593A patent/US3008927A/en not_active Expired - Lifetime
- 1958-12-18 GB GB40954/58A patent/GB867769A/en not_active Expired
- 1958-12-22 FR FR782294A patent/FR1217983A/fr not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1018768A (fr) * | 1948-12-29 | 1953-01-13 | Dow Chemical Co | Perfectionnement aux polymères halométhylés de composés alkényl-aromatiques et leur procédé de préparation |
| DE1010738B (de) * | 1955-09-17 | 1957-06-19 | Permutit Ag | Verfahren zur Chlormethylierung hochmolekularer aromatischer Verbindungen |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1144007B (de) * | 1961-07-27 | 1963-02-21 | Wolfen Filmfab Veb | Verfahren zur Herstellung von polyfunktionellen Anionenaustauscherharzen |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1217983A (fr) | 1960-05-06 |
| GB867769A (en) | 1961-05-10 |
| NL110165C (en, 2012) | |
| US3008927A (en) | 1961-11-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2526512A1 (de) | Verfahren zur herstellung eines polyolefins | |
| DE1645053A1 (de) | Verfahren zur kontinuierlichen Polymerisation und Mischpolymerisation von Vinylchlorid | |
| DE1058737B (de) | Verfahren zur Chlormethylierung vinylaromatischer Polymerisate | |
| DE2500752A1 (de) | Propfcopolymerisate, verfahren zu deren herstellung und deren verwendung | |
| DE2338709C2 (de) | Farblose Oligomere des Disopropylbenzols, Verfahren zu ihrer Herstellung und ihre Verwendung | |
| DE1642915A1 (de) | Verfahren zur Herstellung von Methylen-bis-anilinen | |
| DE1495851B2 (de) | Verfahren zur chlormethylierung und vernetzung hochmolekularer, aromatischer verbindungen | |
| DE1570772A1 (de) | Polymerisate und Verfahren zu deren Herstellung | |
| DE1076369B (de) | Verfahren zur Herstellung von Polymerisationsprodukten aus olefinisch ungesaettigtenVerbindungen | |
| DE1010738B (de) | Verfahren zur Chlormethylierung hochmolekularer aromatischer Verbindungen | |
| DE2545451C2 (de) | Radikalische Initiatoren, Verfahren zur Herstellung derselben und deren Verwendung | |
| DE1026524B (de) | Verfahren zur Herstellung von Polymerisaten aus Olefinen | |
| DE954919C (de) | Verfahren zur Herstellung von Polyisocyanaten | |
| AT267424B (de) | Verfahren zur Herstellung von Ionenaustauscherharzen | |
| DE2218365C3 (de) | Peroxicarbaminsäureester | |
| CH630593A5 (de) | Verfahren zur herstellung von 4-brom-2-chlorphenol. | |
| AT232497B (de) | Verfahren zur Herstellung von o, o', p, p'-Tetrabrom-N-alkyldiphenylaminen | |
| DE2537385C3 (de) | Verfahren zur Herstellung von thermostabilen, bromierten Oligomerisaten monovinylaromatischer Verbindungen | |
| DE811159C (de) | Verfahren zur Behandlung von thermoplastischen Emulsionspolymerisaten | |
| DE838508C (de) | Verfahren zur Herstellung harzartiger Polymerisationsprodukte | |
| DE1769374A1 (de) | Expandierbare Alkenylaromatpolymerperlen fuer Verformungszwecke | |
| DE2132740A1 (de) | Verfahren zur Durchfuehrung von durch Radikale ausgeloeste chemische Reaktionen | |
| DE1143641B (de) | Verfahren zur Herstellung von sulfochlorierten Polyolefinen | |
| DE1105177B (de) | Verfahren zur Herstellung von Vinylchlorid-Vinylacetat-Mischpolymerisaten | |
| DE976461C (de) | Verfahren zur Chlorierung von gesaettigten oder ungesaettigten aliphatischen und cycloaliphatischen oder von aromatischen Kohlenwasserstoffen mit elementarem Chlor |