CA1037632A - Continuous process for preparing a spinning solution of polyacrylonitrile polymers - Google Patents
Continuous process for preparing a spinning solution of polyacrylonitrile polymersInfo
- Publication number
- CA1037632A CA1037632A CA202,378A CA202378A CA1037632A CA 1037632 A CA1037632 A CA 1037632A CA 202378 A CA202378 A CA 202378A CA 1037632 A CA1037632 A CA 1037632A
- Authority
- CA
- Canada
- Prior art keywords
- solvent
- temperature
- polymer
- monomer
- slurry
- 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
- 238000009987 spinning Methods 0.000 title claims abstract description 15
- 229920002239 polyacrylonitrile Polymers 0.000 title claims description 3
- 238000010924 continuous production Methods 0.000 title description 4
- 239000000178 monomer Substances 0.000 claims abstract description 44
- 229920000642 polymer Polymers 0.000 claims abstract description 42
- 239000002904 solvent Substances 0.000 claims abstract description 41
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 239000002002 slurry Substances 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 23
- 238000001704 evaporation Methods 0.000 claims abstract description 19
- 230000008020 evaporation Effects 0.000 claims abstract description 18
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000012662 bulk polymerization Methods 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 7
- 238000011437 continuous method Methods 0.000 claims abstract 2
- 238000006116 polymerization reaction Methods 0.000 claims description 12
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 10
- 239000010409 thin film Substances 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000011877 solvent mixture Substances 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 2
- 238000004090 dissolution Methods 0.000 abstract description 5
- 229920000058 polyacrylate Polymers 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 13
- 229940113088 dimethylacetamide Drugs 0.000 description 8
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- 229940117958 vinyl acetate Drugs 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- -1 vinyl-benzene hydrocarbons Chemical class 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- BOIKZGCGTWWDIC-UHFFFAOYSA-N but-3-enoic acid;prop-2-enenitrile Chemical compound C=CC#N.OC(=O)CC=C BOIKZGCGTWWDIC-UHFFFAOYSA-N 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 238000000578 dry spinning Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 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
- 238000002360 preparation method Methods 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000002166 wet spinning Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2333/00—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2333/18—Homopolymers or copolymers of nitriles
- C08J2333/20—Homopolymers or copolymers of acrylonitrile
Landscapes
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Artificial Filaments (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Spinning Methods And Devices For Manufacturing Artificial Fibers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT50787/73A IT985464B (it) | 1973-06-14 | 1973-06-14 | Procedimento continuo per la prepa razione della soluzione di fila tura di polimeri acrilici |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1037632A true CA1037632A (en) | 1978-08-29 |
Family
ID=11273709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA202,378A Expired CA1037632A (en) | 1973-06-14 | 1974-06-13 | Continuous process for preparing a spinning solution of polyacrylonitrile polymers |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US3966666A (en, 2012) |
| JP (1) | JPS609125B2 (en, 2012) |
| AR (1) | AR200060A1 (en, 2012) |
| AT (1) | AT334514B (en, 2012) |
| BE (1) | BE816259A (en, 2012) |
| BR (1) | BR7404830D0 (en, 2012) |
| CA (1) | CA1037632A (en, 2012) |
| CH (1) | CH620694A5 (en, 2012) |
| CS (1) | CS179918B2 (en, 2012) |
| DD (1) | DD111939A5 (en, 2012) |
| DE (1) | DE2428093A1 (en, 2012) |
| DK (1) | DK142918B (en, 2012) |
| EG (1) | EG11458A (en, 2012) |
| ES (1) | ES427193A1 (en, 2012) |
| FR (1) | FR2233421B1 (en, 2012) |
| GB (1) | GB1472103A (en, 2012) |
| IL (1) | IL45009A (en, 2012) |
| IN (1) | IN142293B (en, 2012) |
| IT (1) | IT985464B (en, 2012) |
| NL (1) | NL7407731A (en, 2012) |
| PH (1) | PH11111A (en, 2012) |
| RO (1) | RO85379B (en, 2012) |
| SE (1) | SE403785B (en, 2012) |
| SU (1) | SU554818A3 (en, 2012) |
| TR (1) | TR18302A (en, 2012) |
| YU (1) | YU35788B (en, 2012) |
| ZA (1) | ZA743722B (en, 2012) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2134299B (en) * | 1982-12-23 | 1986-04-30 | Epson Corp | Liquid crystal display device |
| SG11201408760SA (en) * | 2012-06-29 | 2015-01-29 | Kuraray Co | Manufacturing method for (meth)acrylic resin composition |
| AU2015200052B2 (en) * | 2014-01-10 | 2017-09-28 | Montefibre Mae Technologies S.R.L. | Process for the production of acrylic fibers |
| IT202100014159A1 (it) * | 2021-05-31 | 2022-12-01 | Montefibre Mae Tech S R L | Processo monostadio per la produzione di precursore di fibre di carbonio |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1250127C2 (de) * | 1957-11-04 | 1973-10-18 | Verfahren zur herstellung von acrylnitrilmischpolymerisaten | |
| NL124489C (en, 2012) * | 1960-02-16 | |||
| US3687918A (en) * | 1969-06-16 | 1972-08-29 | Celanese Corp | Acrylonitrile polymerization |
| FR2045256A5 (en, 2012) * | 1969-06-30 | 1971-02-26 | Rhone Poulenc Sa | |
| SE371202B (en, 2012) * | 1970-04-28 | 1974-11-11 | Chatillon Italiana Fibre | |
| US3697472A (en) * | 1970-09-28 | 1972-10-10 | Thiokol Chemical Corp | Liquid polysulfide polymeric glass-to-metal sealant composition |
-
1973
- 1973-06-14 IT IT50787/73A patent/IT985464B/it active
-
1974
- 1974-06-05 RO RO79055A patent/RO85379B/ro unknown
- 1974-06-05 US US05/476,698 patent/US3966666A/en not_active Expired - Lifetime
- 1974-06-10 SE SE7407644A patent/SE403785B/xx unknown
- 1974-06-10 DK DK308574AA patent/DK142918B/da unknown
- 1974-06-10 NL NL7407731A patent/NL7407731A/xx not_active Application Discontinuation
- 1974-06-11 AT AT481074A patent/AT334514B/de not_active IP Right Cessation
- 1974-06-11 DE DE19742428093 patent/DE2428093A1/de not_active Withdrawn
- 1974-06-11 SU SU2031908A patent/SU554818A3/ru active
- 1974-06-11 FR FR7420094A patent/FR2233421B1/fr not_active Expired
- 1974-06-11 PH PH15932A patent/PH11111A/en unknown
- 1974-06-11 IL IL45009A patent/IL45009A/en unknown
- 1974-06-11 ZA ZA00743722A patent/ZA743722B/xx unknown
- 1974-06-12 DD DD179112A patent/DD111939A5/xx unknown
- 1974-06-12 BR BR4830/74A patent/BR7404830D0/pt unknown
- 1974-06-12 IN IN1294/CAL/1974A patent/IN142293B/en unknown
- 1974-06-12 JP JP49066160A patent/JPS609125B2/ja not_active Expired
- 1974-06-12 ES ES427193A patent/ES427193A1/es not_active Expired
- 1974-06-12 CH CH812774A patent/CH620694A5/it not_active IP Right Cessation
- 1974-06-13 CA CA202,378A patent/CA1037632A/en not_active Expired
- 1974-06-13 YU YU1662/71A patent/YU35788B/xx unknown
- 1974-06-13 CS CS7400004203A patent/CS179918B2/cs unknown
- 1974-06-13 BE BE145355A patent/BE816259A/xx unknown
- 1974-06-14 AR AR254196A patent/AR200060A1/es active
- 1974-06-14 GB GB2655174A patent/GB1472103A/en not_active Expired
- 1974-06-15 EG EG223/74A patent/EG11458A/xx active
-
1975
- 1975-06-01 TR TR18302A patent/TR18302A/xx unknown
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