DE934726C - Verfahren zum katalytischen Polymerisieren von Acrylnitril - Google Patents
Verfahren zum katalytischen Polymerisieren von AcrylnitrilInfo
- Publication number
- DE934726C DE934726C DEN6486A DEN0006486A DE934726C DE 934726 C DE934726 C DE 934726C DE N6486 A DEN6486 A DE N6486A DE N0006486 A DEN0006486 A DE N0006486A DE 934726 C DE934726 C DE 934726C
- Authority
- DE
- Germany
- Prior art keywords
- acrylonitrile
- polymerization
- polymer
- monomers
- solution
- 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
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title claims description 27
- 238000000034 method Methods 0.000 title claims description 12
- 230000003197 catalytic effect Effects 0.000 title claims 2
- 238000006116 polymerization reaction Methods 0.000 claims description 33
- 239000000178 monomer Substances 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 239000000243 solution Substances 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000002685 polymerization catalyst Substances 0.000 claims description 4
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 239000012266 salt solution Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 38
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000012071 phase Substances 0.000 description 7
- 238000009987 spinning Methods 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 239000007863 gel particle Substances 0.000 description 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- GXDHCNNESPLIKD-UHFFFAOYSA-N 2-methylhexane Natural products CCCCC(C)C GXDHCNNESPLIKD-UHFFFAOYSA-N 0.000 description 2
- 239000004160 Ammonium persulphate Substances 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- -1 Polyoxy Polymers 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 235000019395 ammonium persulphate Nutrition 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 229920002239 polyacrylonitrile Polymers 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 241000239290 Araneae Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 102000018779 Replication Protein C Human genes 0.000 description 1
- 108010027647 Replication Protein C Proteins 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- XSIQETICCXBDKV-UHFFFAOYSA-N benzoyl benzenecarboperoxoate;methyl 2-methylprop-2-enoate Chemical compound COC(=O)C(C)=C.C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 XSIQETICCXBDKV-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical compound [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000003197 gene knockdown Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000004968 peroxymonosulfuric acids Chemical class 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000004296 sodium metabisulphite Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005406 washing 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
- C08F20/00—Homopolymers and 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
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/42—Nitriles
- C08F20/44—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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL312972X | 1952-01-14 | ||
| NL752007X | 1953-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE934726C true DE934726C (de) | 1955-11-03 |
Family
ID=26643634
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEN6486A Expired DE934726C (de) | 1952-01-14 | 1952-12-16 | Verfahren zum katalytischen Polymerisieren von Acrylnitril |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US2787610A (en, 2012) |
| BE (2) | BE516575A (en, 2012) |
| CH (1) | CH312972A (en, 2012) |
| DE (1) | DE934726C (en, 2012) |
| FR (2) | FR1072589A (en, 2012) |
| GB (2) | GB717488A (en, 2012) |
| NL (2) | NL79733C (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1091752B (de) * | 1958-04-18 | 1960-10-27 | Huels Chemische Werke Ag | Verfahren zur Herstellung stabiler Dispersionen von Polymerisaten bzw. Mischpolymerisaten des Acrylnitrils |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2875186A (en) * | 1954-12-09 | 1959-02-24 | Firestone Tire & Rubber Co | Process for polymerizing vinyl chloride in the presence of methyl cellulose gelatin and inert solvent |
| US3078243A (en) * | 1957-12-27 | 1963-02-19 | Rohm & Haas | Aqueous spinning dispersion of acrylonitrile polymer containing nitrile solvent |
| DE2923895C2 (de) | 1979-06-13 | 1982-01-28 | Davy McKee AG, 6000 Frankfurt | Verfahren zur Entfernung von Schwefelwasserstoff und Schwefeldioxid aus Claus-Abgasen |
| JPH02103237A (ja) * | 1988-10-13 | 1990-04-16 | Mitsubishi Rayon Co Ltd | アクリロニトリル系フイルム状物 |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2135443A (en) * | 1933-12-30 | 1938-11-01 | Du Pont | Process of manufacturing polymerization products |
| GB586796A (en) * | 1944-08-09 | 1947-04-01 | Du Pont | Improvements in or relating to polymerisation |
| US2429018A (en) * | 1942-05-12 | 1947-10-14 | Wingfoot Corp | Nitrile copolymers |
| US2471743A (en) * | 1946-07-13 | 1949-05-31 | Goodrich Co B F | Aqueous emulsion polymerization of acrylonitrile in the pressence of an aromatic hydrocarbons |
| NL63767C (en, 2012) * | 1943-08-02 | 1949-07-15 | ||
| US2486241A (en) * | 1942-09-17 | 1949-10-25 | Du Pont | Method for preparing polymers and copolymers of acrylic acid nitriles |
| US2537030A (en) * | 1948-03-31 | 1951-01-09 | American Viscose Corp | Polymerization process |
| US2559749A (en) * | 1950-06-29 | 1951-07-10 | Du Pont | Fluorinated aliphatic phosphates as emulsifying agents for aqueous polymerizations |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2656334A (en) * | 1948-09-28 | 1953-10-20 | Koppers Co Inc | Catalytic polymerization process |
| US2675370A (en) * | 1950-06-28 | 1954-04-13 | Monsanto Chemicals | Continuous polymerization processes and resulting products |
-
0
- BE BE528162D patent/BE528162A/xx unknown
- NL NL75950D patent/NL75950C/xx active
- FR FR65799D patent/FR65799E/fr not_active Expired
- BE BE516575D patent/BE516575A/xx unknown
- NL NL79733D patent/NL79733C/xx active
-
1952
- 1952-12-08 CH CH312972D patent/CH312972A/de unknown
- 1952-12-16 DE DEN6486A patent/DE934726C/de not_active Expired
- 1952-12-29 GB GB32878/52A patent/GB717488A/en not_active Expired
- 1952-12-30 FR FR1072589D patent/FR1072589A/fr not_active Expired
-
1953
- 1953-01-12 US US330895A patent/US2787610A/en not_active Expired - Lifetime
-
1954
- 1954-04-12 GB GB10719/54A patent/GB752007A/en not_active Expired
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2135443A (en) * | 1933-12-30 | 1938-11-01 | Du Pont | Process of manufacturing polymerization products |
| US2429018A (en) * | 1942-05-12 | 1947-10-14 | Wingfoot Corp | Nitrile copolymers |
| US2486241A (en) * | 1942-09-17 | 1949-10-25 | Du Pont | Method for preparing polymers and copolymers of acrylic acid nitriles |
| NL63767C (en, 2012) * | 1943-08-02 | 1949-07-15 | ||
| GB586796A (en) * | 1944-08-09 | 1947-04-01 | Du Pont | Improvements in or relating to polymerisation |
| US2471743A (en) * | 1946-07-13 | 1949-05-31 | Goodrich Co B F | Aqueous emulsion polymerization of acrylonitrile in the pressence of an aromatic hydrocarbons |
| US2537030A (en) * | 1948-03-31 | 1951-01-09 | American Viscose Corp | Polymerization process |
| US2559749A (en) * | 1950-06-29 | 1951-07-10 | Du Pont | Fluorinated aliphatic phosphates as emulsifying agents for aqueous polymerizations |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1091752B (de) * | 1958-04-18 | 1960-10-27 | Huels Chemische Werke Ag | Verfahren zur Herstellung stabiler Dispersionen von Polymerisaten bzw. Mischpolymerisaten des Acrylnitrils |
Also Published As
| Publication number | Publication date |
|---|---|
| FR65799E (en, 2012) | 1956-03-12 |
| CH312972A (de) | 1956-03-15 |
| GB717488A (en) | 1954-10-27 |
| BE528162A (en, 2012) | |
| GB752007A (en) | 1956-07-04 |
| FR1072589A (fr) | 1954-09-14 |
| BE516575A (en, 2012) | |
| NL75950C (en, 2012) | |
| US2787610A (en) | 1957-04-02 |
| NL79733C (en, 2012) |
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