FR2479238A1 - Procede de preparation de resines styreniques renforcees par du caoutchouc et resines obtenues par ce procede - Google Patents
Procede de preparation de resines styreniques renforcees par du caoutchouc et resines obtenues par ce procede Download PDFInfo
- Publication number
- FR2479238A1 FR2479238A1 FR8105933A FR8105933A FR2479238A1 FR 2479238 A1 FR2479238 A1 FR 2479238A1 FR 8105933 A FR8105933 A FR 8105933A FR 8105933 A FR8105933 A FR 8105933A FR 2479238 A1 FR2479238 A1 FR 2479238A1
- Authority
- FR
- France
- Prior art keywords
- suspension
- polymerization
- monomer
- inhibitor
- period
- 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.)
- Granted
Links
- 229920001971 elastomer Polymers 0.000 title abstract description 13
- 238000000034 method Methods 0.000 title description 26
- 229920001890 Novodur Polymers 0.000 title description 13
- 229920005989 resin Polymers 0.000 title description 8
- 239000011347 resin Substances 0.000 title description 8
- 238000002360 preparation method Methods 0.000 title description 7
- 239000000178 monomer Substances 0.000 abstract description 71
- 238000006116 polymerization reaction Methods 0.000 abstract description 48
- 239000003112 inhibitor Substances 0.000 abstract description 45
- 239000000725 suspension Substances 0.000 abstract description 44
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 16
- 238000010521 absorption reaction Methods 0.000 abstract description 12
- 229920000642 polymer Polymers 0.000 abstract description 12
- 239000011145 styrene acrylonitrile resin Substances 0.000 abstract description 3
- 238000010517 secondary reaction Methods 0.000 abstract description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 45
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 24
- 239000003795 chemical substances by application Substances 0.000 description 21
- 238000000354 decomposition reaction Methods 0.000 description 15
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 14
- 238000001816 cooling Methods 0.000 description 14
- 229920001577 copolymer Polymers 0.000 description 14
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 12
- 235000010288 sodium nitrite Nutrition 0.000 description 12
- 239000011159 matrix material Substances 0.000 description 11
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 8
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000011324 bead Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 150000001993 dienes Chemical class 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 5
- 239000012508 resin bead Substances 0.000 description 5
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 5
- 238000010557 suspension polymerization reaction Methods 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 4
- 125000005907 alkyl ester group Chemical group 0.000 description 4
- -1 alkyl radical Chemical class 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 238000007872 degassing Methods 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 3
- 150000002826 nitrites Chemical class 0.000 description 3
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- DGSDBJMBHCQYGN-UHFFFAOYSA-M sodium;2-ethylhexyl sulfate Chemical compound [Na+].CCCCC(CC)COS([O-])(=O)=O DGSDBJMBHCQYGN-UHFFFAOYSA-M 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 239000000375 suspending agent Substances 0.000 description 3
- WROUWQQRXUBECT-UHFFFAOYSA-M 2-ethylacrylate Chemical compound CCC(=C)C([O-])=O WROUWQQRXUBECT-UHFFFAOYSA-M 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 240000007124 Brassica oleracea Species 0.000 description 2
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 2
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 2
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 2
- XHRCFGDFESIFRG-UHFFFAOYSA-N 2-chloro-n-ethyl-n-[(2-methylphenyl)methyl]ethanamine Chemical compound ClCCN(CC)CC1=CC=CC=C1C XHRCFGDFESIFRG-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 1
- JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010952 in-situ formation Methods 0.000 description 1
- XKLJHFLUAHKGGU-UHFFFAOYSA-N nitrous amide Chemical compound ON=N XKLJHFLUAHKGGU-UHFFFAOYSA-N 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 150000002978 peroxides Chemical group 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 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
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/134,472 US4247668A (en) | 1980-03-27 | 1980-03-27 | Process for preparing styrenic resins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2479238A1 true FR2479238A1 (fr) | 1981-10-02 |
| FR2479238B3 FR2479238B3 (enExample) | 1983-12-09 |
Family
ID=22463545
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8105933A Granted FR2479238A1 (fr) | 1980-03-27 | 1981-03-25 | Procede de preparation de resines styreniques renforcees par du caoutchouc et resines obtenues par ce procede |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4247668A (enExample) |
| JP (1) | JPS56159208A (enExample) |
| BE (1) | BE888123A (enExample) |
| DE (1) | DE3112250A1 (enExample) |
| FR (1) | FR2479238A1 (enExample) |
| GB (1) | GB2072687B (enExample) |
| IT (1) | IT1136948B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4354005A (en) * | 1981-10-09 | 1982-10-12 | Cosden Technology, Inc. | Method for controlling adduct formation in production of acrylonitrile-butadiene-styrene-acrylate copolymers |
| FR2515657B1 (fr) * | 1981-11-03 | 1987-07-17 | Kendall & Co | Procede de polymerisation en emulsion et produit obtenu |
| WO2017081611A1 (en) | 2015-11-12 | 2017-05-18 | Sabic Global Technologies B.V. | Methods for using nitric oxide to inhibit popcorn polymerization during butadiene processing |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA710894A (en) * | 1965-06-01 | Peyrade Jean | Graft copolymers of dienes on vinyl-type polymers | |
| CA565897A (en) * | 1958-11-11 | D. D'ianni James | Butadiene grafted on styrene-acrylonitrile copolymer | |
| GB757531A (en) * | 1953-12-30 | 1956-09-19 | Harold Newby | Improvements in the production of modified polystyrene |
| US3538194A (en) * | 1967-03-20 | 1970-11-03 | Copolymer Rubber & Chem Corp | Preparation of rubber modified plastics |
| US3951932A (en) * | 1974-06-17 | 1976-04-20 | Standard Oil Company | Process for preparing olefinic nitrile-vinyl aromatic resins |
| GB2017121B (en) * | 1978-03-27 | 1982-08-18 | Labofina Sa | Process for preparing styrenic resins |
-
1980
- 1980-03-27 US US06/134,472 patent/US4247668A/en not_active Expired - Lifetime
-
1981
- 1981-03-25 IT IT20708/81A patent/IT1136948B/it active
- 1981-03-25 FR FR8105933A patent/FR2479238A1/fr active Granted
- 1981-03-25 JP JP4260481A patent/JPS56159208A/ja active Granted
- 1981-03-26 GB GB8109446A patent/GB2072687B/en not_active Expired
- 1981-03-26 BE BE0/204258A patent/BE888123A/fr not_active IP Right Cessation
- 1981-03-27 DE DE19813112250 patent/DE3112250A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56159208A (en) | 1981-12-08 |
| IT1136948B (it) | 1986-09-03 |
| FR2479238B3 (enExample) | 1983-12-09 |
| DE3112250A1 (de) | 1982-04-01 |
| IT8120708A0 (it) | 1981-03-25 |
| JPS644524B2 (enExample) | 1989-01-26 |
| GB2072687A (en) | 1981-10-07 |
| US4247668A (en) | 1981-01-27 |
| BE888123A (fr) | 1981-07-16 |
| GB2072687B (en) | 1983-12-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1239738A (fr) | Procede de fabrication de terpolymeres radicalaires de l'ethylene et de copolymeres radicalaires de l'ethylene | |
| JPH06157683A (ja) | ポリオレフィンのグラフトコポリマー及びその製法 | |
| PT96576B (pt) | Processo para a preparacao de copolimeros enxertados em polimeros de olefinas | |
| FR2463172A1 (fr) | Composition adhesive autocollante | |
| JPH11158234A (ja) | ポリプロピレンのグラフト共重合中の反応器の汚れを減少させるための一酸化窒素の使用 | |
| FR2535727A1 (fr) | Procede continu pour produire des resines de haute resistance au choc, modifiees par du caoutchouc | |
| EP0000419B1 (en) | Process for preparing copolymers, and products fully or partly made of these copolymers. | |
| FR2479238A1 (fr) | Procede de preparation de resines styreniques renforcees par du caoutchouc et resines obtenues par ce procede | |
| US5916974A (en) | Morphology control in polypropylene graft copolymers | |
| US20180194886A1 (en) | Method for manufacturing a maleic anhydride-grafted atactic polypropylene | |
| FR2474516A1 (fr) | Composition de resine de chlorure de vinyle contenant un copolymere reticule et ayant des proprietes ameliorees | |
| JPS583483B2 (ja) | 塩化ビニリデン樹脂エマルジヨンの製造方法 | |
| RU2401282C2 (ru) | Способ получения ударопрочных винилароматических (со)полимеров, привитых на эластомер | |
| DE2304377A1 (de) | Binaere oder ternaere thermoplastische pfropfcopolymerisate und verfahren zu ihrer herstellung | |
| BE462115A (enExample) | ||
| Minto et al. | Grafting reactions onto poly (organophosphazenes). VI. Thermooxidative stabilization of poly [bis (4-benzylphenoxy) phosphazene] by grafting acrylate polymers containing HALS groups | |
| JPH05507516A (ja) | 無水マレイン酸とｃ↓１〜ｃ↓４アルキルビニルエーテルの共重合体製造法 | |
| FR2480765A1 (fr) | Compositions de resine styrenique resistant aux intemperies et procede pour les preparer | |
| US3466350A (en) | Process for polymerizing monovinylidene aromatic hydrocarbon monomer formulations | |
| US5981805A (en) | Peroxides | |
| TWI592432B (zh) | Preparation of maleic anhydride grafted atactic polypropylene | |
| JP2859915B2 (ja) | スチレン系共重合体の製造方法 | |
| JP2862182B2 (ja) | スチレン系共重合体の製造方法 | |
| US3356664A (en) | Unsaturated polymer, derivatives and process of preparation | |
| FR2514358A1 (fr) | Methode pour controler la formation de produits d'addition lors de la production de copolymeres d'acrylonitrile-butadiene-styrene-acrylate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |