CA1159999A - Acrylonitrile based fibers for use in production of oxidized or flame resistant fibers, and process for the production of said fibers - Google Patents
Acrylonitrile based fibers for use in production of oxidized or flame resistant fibers, and process for the production of said fibersInfo
- Publication number
- CA1159999A CA1159999A CA000363106A CA363106A CA1159999A CA 1159999 A CA1159999 A CA 1159999A CA 000363106 A CA000363106 A CA 000363106A CA 363106 A CA363106 A CA 363106A CA 1159999 A CA1159999 A CA 1159999A
- Authority
- CA
- Canada
- Prior art keywords
- fiber
- shrinkage
- fibers
- acrylonitrile
- mole
- 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
- 239000000835 fiber Substances 0.000 title claims abstract description 155
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title claims abstract description 76
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 12
- 238000000034 method Methods 0.000 title claims description 12
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 76
- 230000003647 oxidation Effects 0.000 claims abstract description 61
- 229920000049 Carbon (fiber) Polymers 0.000 claims abstract description 33
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 33
- 239000004917 carbon fiber Substances 0.000 claims abstract description 33
- 239000011701 zinc Substances 0.000 claims abstract description 33
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 33
- 230000002378 acidificating effect Effects 0.000 claims abstract description 30
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 20
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 20
- 230000000670 limiting effect Effects 0.000 claims abstract description 16
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229920001577 copolymer Polymers 0.000 claims abstract description 7
- 238000010000 carbonizing Methods 0.000 claims abstract description 5
- 230000001590 oxidative effect Effects 0.000 claims abstract description 5
- 238000011282 treatment Methods 0.000 claims description 24
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 16
- 239000001301 oxygen Substances 0.000 claims description 16
- 229910052760 oxygen Inorganic materials 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 11
- 150000002500 ions Chemical class 0.000 claims description 6
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 24
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 16
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 10
- 238000003763 carbonization Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 238000004807 desolvation Methods 0.000 description 8
- VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 8
- 235000005074 zinc chloride Nutrition 0.000 description 8
- 239000011592 zinc chloride Substances 0.000 description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 7
- 238000005406 washing Methods 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 6
- 238000010348 incorporation Methods 0.000 description 6
- SZHIIIPPJJXYRY-UHFFFAOYSA-M sodium;2-methylprop-2-ene-1-sulfonate Chemical compound [Na+].CC(=C)CS([O-])(=O)=O SZHIIIPPJJXYRY-UHFFFAOYSA-M 0.000 description 6
- 238000004581 coalescence Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 238000009877 rendering Methods 0.000 description 2
- 238000007363 ring formation reaction Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- XEEYSDHEOQHCDA-UHFFFAOYSA-N 2-methylprop-2-ene-1-sulfonic acid Chemical compound CC(=C)CS(O)(=O)=O XEEYSDHEOQHCDA-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 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 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-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
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 229940048053 acrylate Drugs 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- -1 etc.) Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 229910001867 inorganic solvent Inorganic materials 0.000 description 1
- 239000003049 inorganic solvent Substances 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000006213 oxygenation reaction Methods 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical class [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229940047670 sodium acrylate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 238000002166 wet spinning Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F9/00—Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments
- D01F9/08—Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments of inorganic material
- D01F9/12—Carbon filaments; Apparatus specially adapted for the manufacture thereof
- D01F9/14—Carbon filaments; Apparatus specially adapted for the manufacture thereof by decomposition of organic filaments
- D01F9/32—Apparatus therefor
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F9/00—Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments
- D01F9/08—Artificial filaments or the like of other substances; Manufacture thereof; Apparatus specially adapted for the manufacture of carbon filaments of inorganic material
- D01F9/12—Carbon filaments; Apparatus specially adapted for the manufacture thereof
- D01F9/14—Carbon filaments; Apparatus specially adapted for the manufacture thereof by decomposition of organic filaments
- D01F9/20—Carbon filaments; Apparatus specially adapted for the manufacture thereof by decomposition of organic filaments from polyaddition, polycondensation or polymerisation products
- D01F9/21—Carbon filaments; Apparatus specially adapted for the manufacture thereof by decomposition of organic filaments from polyaddition, polycondensation or polymerisation products from macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D01F9/22—Carbon filaments; Apparatus specially adapted for the manufacture thereof by decomposition of organic filaments from polyaddition, polycondensation or polymerisation products from macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds from polyacrylonitriles
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Inorganic Fibers (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13797979A JPS5663014A (en) | 1979-10-25 | 1979-10-25 | Flameproofing and carbonizing method of acrylonitrile fiber |
| JP137979/79 | 1979-10-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1159999A true CA1159999A (en) | 1984-01-03 |
Family
ID=15211206
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000363106A Expired CA1159999A (en) | 1979-10-25 | 1980-10-23 | Acrylonitrile based fibers for use in production of oxidized or flame resistant fibers, and process for the production of said fibers |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4397831A (show.php) |
| JP (1) | JPS5663014A (show.php) |
| CA (1) | CA1159999A (show.php) |
| DE (1) | DE3040265C2 (show.php) |
| FR (1) | FR2467894A1 (show.php) |
| GB (1) | GB2064498B (show.php) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5742925A (en) * | 1980-08-22 | 1982-03-10 | Toho Rayon Co Ltd | Production of high-performance carbon fiber strand |
| JPS58214525A (ja) * | 1982-06-07 | 1983-12-13 | Toray Ind Inc | 炭素繊維の製造法 |
| JPS59168128A (ja) * | 1983-03-09 | 1984-09-21 | Toray Ind Inc | アクリル系耐炎繊維の製造方法 |
| WO1987002391A1 (fr) * | 1985-10-09 | 1987-04-23 | Mitsubishi Rayon Co., Ltd. | Procede de production de fibres de carbone |
| US5066433A (en) * | 1988-02-16 | 1991-11-19 | Hercules Incorporated | Method of manufacturing carbon fiber using preliminary stretch |
| DE60204373T2 (de) | 2001-03-16 | 2006-05-04 | The Goodyear Tire & Rubber Co., Akron | Triebriemen mit geschnittenen Kohlenstofffasern |
| DE102009049379A1 (de) | 2009-10-15 | 2011-04-21 | Bayer Technology Services Gmbh | Verbundmaterialien mit Graphenlagen und deren Herstellung und Verwendung |
| JP6025669B2 (ja) * | 2013-07-12 | 2016-11-16 | 国立大学法人 東京大学 | 耐炎性ポリマー、ポリマー溶液、耐炎繊維および炭素繊維の製造方法 |
| JP2019500511A (ja) | 2015-12-31 | 2019-01-10 | ユーティー−バテル， エルエルシー | 多目的商用繊維からカーボン繊維を製造する方法 |
| US11905354B2 (en) * | 2018-11-02 | 2024-02-20 | Lg Chem, Ltd. | Method of preparing acrylonitrile-based copolymer for carbon fiber |
| US11299824B2 (en) | 2019-08-21 | 2022-04-12 | Hexcel Corporation | Selective control of oxidation atmospheres in carbon fiber production |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1602487A (show.php) * | 1968-12-31 | 1970-11-30 | ||
| DE1959984A1 (de) * | 1969-11-29 | 1971-06-09 | John Heathcoat & Company Ltd | Verfahren und Vorrichtung zur Herstellung von Kohlefaeden |
| FR2070478A5 (en) * | 1969-12-05 | 1971-09-10 | Heathcoat & Co Ltd | Dissociation of combustible gases and carbon - dioxide recovery |
| FR2097981A5 (en) * | 1970-08-12 | 1972-03-03 | Mitsubishi Rayon Co | Carbon fibre from copolyacrylonitrile - using fourth period transition metal (cpd) as pyrolysis catalyst |
| GB1370366A (en) * | 1970-12-12 | 1974-10-16 | Mitsubishi Rayon Co | Production of carbon fibres |
| JPS5023866B2 (show.php) * | 1973-05-30 | 1975-08-11 | ||
| JPS5241373B2 (show.php) * | 1973-12-25 | 1977-10-18 | ||
| JPS50107217A (show.php) * | 1974-02-04 | 1975-08-23 | ||
| JPS50116719A (show.php) * | 1974-02-23 | 1975-09-12 | ||
| JPS50121526A (show.php) * | 1974-03-14 | 1975-09-23 | ||
| JPS50136423A (show.php) * | 1974-04-22 | 1975-10-29 | ||
| JPS5198679A (show.php) * | 1975-02-26 | 1976-08-31 | ||
| JPS51119833A (en) * | 1975-04-08 | 1976-10-20 | Toho Rayon Co Ltd | A process for manufacturing carbon fibers |
| SU610884A1 (ru) * | 1976-03-30 | 1978-06-15 | Ташкентский Институт Текстильной И Легкой Промышленности | Раствор дл формировани волокон |
| JPS5836095B2 (ja) * | 1976-10-05 | 1983-08-06 | 東邦ベスロン株式会社 | 活性炭素繊維の製造法 |
| JPS602408B2 (ja) * | 1977-08-17 | 1985-01-21 | 東邦ベスロン株式会社 | 耐熱酸化性の優れた炭素繊維 |
-
1979
- 1979-10-25 JP JP13797979A patent/JPS5663014A/ja active Pending
-
1980
- 1980-01-03 FR FR8000082A patent/FR2467894A1/fr active Granted
- 1980-10-22 GB GB8034033A patent/GB2064498B/en not_active Expired
- 1980-10-23 CA CA000363106A patent/CA1159999A/en not_active Expired
- 1980-10-24 DE DE3040265A patent/DE3040265C2/de not_active Expired
- 1980-10-27 US US06/200,623 patent/US4397831A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| FR2467894A1 (fr) | 1981-04-30 |
| US4397831A (en) | 1983-08-09 |
| JPS5663014A (en) | 1981-05-29 |
| GB2064498A (en) | 1981-06-17 |
| DE3040265C2 (de) | 1983-09-08 |
| GB2064498B (en) | 1984-05-16 |
| FR2467894B1 (show.php) | 1984-03-09 |
| DE3040265A1 (de) | 1981-05-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |