CA1106311A - Method for reducing the monomer content in styrene and acrylonitrile - Google Patents
Method for reducing the monomer content in styrene and acrylonitrileInfo
- Publication number
- CA1106311A CA1106311A CA312,888A CA312888A CA1106311A CA 1106311 A CA1106311 A CA 1106311A CA 312888 A CA312888 A CA 312888A CA 1106311 A CA1106311 A CA 1106311A
- Authority
- CA
- Canada
- Prior art keywords
- acrylonitrile
- polymer
- monomer content
- irradiation
- monomer
- 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 abstract description 50
- 239000000178 monomer Substances 0.000 title claims abstract description 43
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 29
- 238000000034 method Methods 0.000 title claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 50
- 229920001577 copolymer Polymers 0.000 claims abstract description 19
- 239000008188 pellet Substances 0.000 claims abstract description 11
- 229920005989 resin Polymers 0.000 claims abstract description 9
- 239000011347 resin Substances 0.000 claims abstract description 9
- 230000005865 ionizing radiation Effects 0.000 claims abstract description 6
- 239000000725 suspension Substances 0.000 claims abstract 2
- 238000011282 treatment Methods 0.000 claims description 22
- 230000008569 process Effects 0.000 claims description 14
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 6
- 238000010894 electron beam technology Methods 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 238000010943 off-gassing Methods 0.000 claims description 2
- 239000012815 thermoplastic material Substances 0.000 claims 3
- 229920001519 homopolymer Polymers 0.000 claims 1
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 16
- 230000005855 radiation Effects 0.000 description 12
- 230000009467 reduction Effects 0.000 description 10
- 239000012632 extractable Substances 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 6
- 229920003023 plastic Polymers 0.000 description 6
- 239000004033 plastic Substances 0.000 description 6
- 238000012668 chain scission Methods 0.000 description 5
- 230000006872 improvement Effects 0.000 description 5
- 239000004793 Polystyrene Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 150000002825 nitriles Chemical class 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 238000010504 bond cleavage reaction Methods 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 239000005022 packaging material Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 230000007017 scission Effects 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 229920005549 butyl rubber Polymers 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- -1 polyethylene Polymers 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 101100352919 Caenorhabditis elegans ppm-2 gene Proteins 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229940058401 polytetrafluoroethylene Drugs 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 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
- C08F6/00—Post-polymerisation treatments
- C08F6/006—Removal of residual monomers by chemical reaction, e.g. scavenging
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B9/00—Making granules
- B29B9/16—Auxiliary treatment of granules
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C71/00—After-treatment of articles without altering their shape; Apparatus therefor
- B29C71/04—After-treatment of articles without altering their shape; Apparatus therefor by wave energy or particle radiation, e.g. for curing or vulcanising preformed articles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C35/00—Heating, cooling or curing, e.g. crosslinking or vulcanising; Apparatus therefor
- B29C35/02—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould
- B29C35/08—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould by wave energy or particle radiation
- B29C35/0866—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould by wave energy or particle radiation using particle radiation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2033/00—Use of polymers of unsaturated acids or derivatives thereof as moulding material
- B29K2033/18—Polymers of nitriles
- B29K2033/20—PAN, i.e. polyacrylonitrile
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Graft Or Block Polymers (AREA)
- Separation Of Suspended Particles By Flocculating Agents (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US84041577A | 1977-10-07 | 1977-10-07 | |
| US840,415 | 1977-10-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1106311A true CA1106311A (en) | 1981-08-04 |
Family
ID=25282319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA312,888A Expired CA1106311A (en) | 1977-10-07 | 1978-10-06 | Method for reducing the monomer content in styrene and acrylonitrile |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS5470391A (no) |
| AT (1) | AT370745B (no) |
| AU (1) | AU529029B2 (no) |
| BE (1) | BE871066A (no) |
| CA (1) | CA1106311A (no) |
| CH (1) | CH641192A5 (no) |
| DE (1) | DE2843292A1 (no) |
| DK (1) | DK159927C (no) |
| ES (1) | ES474011A1 (no) |
| FR (1) | FR2405267B1 (no) |
| GB (1) | GB2006225B (no) |
| NL (1) | NL186071C (no) |
| NO (1) | NO155293C (no) |
| SE (1) | SE428568B (no) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4174043A (en) * | 1977-11-10 | 1979-11-13 | Monsanto Company | Nitrile preforms and containers and process improvements for forming same |
| JPS54135888A (en) * | 1978-04-03 | 1979-10-22 | Dow Chemical Co | Method of decreasing residual acrylonitrile in resin |
| US4826889A (en) * | 1978-07-18 | 1989-05-02 | Polymer Technology, Corp. | Dimensionally stable oxygen permeable hard contact lens material and method of manufacture |
| US4511711A (en) * | 1982-02-10 | 1985-04-16 | Sumitomo Chemical Company, Limited | Process for producing semipermeable membrane |
| NL8303241A (nl) * | 1982-09-24 | 1984-04-16 | Cosden Technology | Werkwijze en inrichting voor de bereiding van styreen/alkenylnitrile copolymeren. |
| JP2585053B2 (ja) * | 1988-03-15 | 1997-02-26 | 日本原子力研究所 | アクリロニトリル系樹脂による二軸延伸ブロー成形体の成形方法 |
| GB8815236D0 (en) * | 1988-06-27 | 1988-08-03 | Plasmon Data Systems Inc | Improvements relating to optical disks |
| JPH05100101A (ja) * | 1991-10-11 | 1993-04-23 | Ishida Koki Seisakusho:Kk | レンズ成形用樹脂およびそれにより製造された眼鏡レンズ |
| JPH05127424A (ja) * | 1991-10-31 | 1993-05-25 | Tomoegawa Paper Co Ltd | トナーの製造方法 |
| JPH05142860A (ja) * | 1991-11-21 | 1993-06-11 | Tomoegawa Paper Co Ltd | トナーの製造方法 |
| JPH0714966B2 (ja) * | 1992-04-20 | 1995-02-22 | 工業技術院長 | 重合体中の未反応残留モノマーの低減方法 |
| CN113789018B (zh) * | 2021-01-28 | 2024-06-04 | 海信容声(广东)冰箱有限公司 | 一种冰箱透明件用san材料、其制备方法及冰箱透明件 |
| WO2023166120A1 (en) | 2022-03-03 | 2023-09-07 | Ineos Styrolution Group Gmbh | Continuous method of manufacturing acrylonitrile-containing copolymers with reduced content of propionitrile |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB867646A (en) * | 1957-05-14 | 1961-05-10 | Ti Group Services Ltd | Improvements relating to the manufacture of plastics |
| GB1279108A (en) * | 1968-12-06 | 1972-06-28 | Atlas Chem Ind | Water-soluble nitrogen-containing vinyl polymers of high molecular weight |
| JPS5169587A (en) * | 1974-12-13 | 1976-06-16 | Tetsukosha Kk | Jugotaichuno zanzonenkabinirutanryotaijokyohoho |
| JPS605603B2 (ja) * | 1976-10-28 | 1985-02-13 | 積水化学工業株式会社 | 残留塩化ビニルモノマーの除去方法 |
-
1978
- 1978-10-03 DK DK437678A patent/DK159927C/da not_active IP Right Cessation
- 1978-10-04 AT AT0715678A patent/AT370745B/de not_active IP Right Cessation
- 1978-10-04 DE DE19782843292 patent/DE2843292A1/de active Granted
- 1978-10-04 NL NLAANVRAGE7810031,A patent/NL186071C/xx not_active IP Right Cessation
- 1978-10-04 SE SE7810395A patent/SE428568B/sv not_active IP Right Cessation
- 1978-10-06 CH CH1038178A patent/CH641192A5/de not_active IP Right Cessation
- 1978-10-06 CA CA312,888A patent/CA1106311A/en not_active Expired
- 1978-10-06 NO NO783391A patent/NO155293C/no unknown
- 1978-10-06 BE BE78190954A patent/BE871066A/xx not_active IP Right Cessation
- 1978-10-06 JP JP12275678A patent/JPS5470391A/ja active Granted
- 1978-10-06 FR FR787828674A patent/FR2405267B1/fr not_active Expired
- 1978-10-06 ES ES474011A patent/ES474011A1/es not_active Expired
- 1978-10-09 AU AU40528/78A patent/AU529029B2/en not_active Expired
- 1978-10-09 GB GB7839778A patent/GB2006225B/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2405267A1 (fr) | 1979-05-04 |
| JPS5470391A (en) | 1979-06-06 |
| FR2405267B1 (fr) | 1985-07-26 |
| SE7810395L (sv) | 1979-04-08 |
| DK159927C (da) | 1991-05-21 |
| NL186071C (nl) | 1990-09-17 |
| NL186071B (nl) | 1990-04-17 |
| NL7810031A (nl) | 1979-04-10 |
| JPS5654321B2 (no) | 1981-12-24 |
| ATA715678A (de) | 1982-09-15 |
| NO155293B (no) | 1986-12-01 |
| NO783391L (no) | 1979-04-10 |
| AU529029B2 (en) | 1983-05-26 |
| GB2006225B (en) | 1982-04-15 |
| SE428568B (sv) | 1983-07-11 |
| CH641192A5 (de) | 1984-02-15 |
| DE2843292A1 (de) | 1979-04-12 |
| DE2843292C2 (no) | 1988-03-31 |
| GB2006225A (en) | 1979-05-02 |
| AT370745B (de) | 1983-04-25 |
| ES474011A1 (es) | 1979-05-01 |
| NO155293C (no) | 1987-03-11 |
| AU4052878A (en) | 1980-04-17 |
| DK437678A (da) | 1979-04-08 |
| BE871066A (fr) | 1979-02-01 |
| DK159927B (da) | 1990-12-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |