JPS5869201A - ハロゲン化エラストマ−の製造方法 - Google Patents
ハロゲン化エラストマ−の製造方法Info
- Publication number
- JPS5869201A JPS5869201A JP57172462A JP17246282A JPS5869201A JP S5869201 A JPS5869201 A JP S5869201A JP 57172462 A JP57172462 A JP 57172462A JP 17246282 A JP17246282 A JP 17246282A JP S5869201 A JPS5869201 A JP S5869201A
- Authority
- JP
- Japan
- Prior art keywords
- rubber
- screw
- section
- comb
- diluent
- 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 claims description 105
- 238000004519 manufacturing process Methods 0.000 title description 12
- 239000000806 elastomer Substances 0.000 title description 6
- 239000005060 rubber Substances 0.000 claims description 99
- 238000000034 method Methods 0.000 claims description 91
- 238000006243 chemical reaction Methods 0.000 claims description 51
- 239000003795 chemical substances by application Substances 0.000 claims description 42
- 230000002140 halogenating effect Effects 0.000 claims description 32
- 229920005549 butyl rubber Polymers 0.000 claims description 30
- 238000005658 halogenation reaction Methods 0.000 claims description 24
- 239000003085 diluting agent Substances 0.000 claims description 22
- 230000026030 halogenation Effects 0.000 claims description 19
- 239000000460 chlorine Substances 0.000 claims description 17
- 229910052801 chlorine Inorganic materials 0.000 claims description 17
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 16
- 238000006386 neutralization reaction Methods 0.000 claims description 16
- 229920000642 polymer Polymers 0.000 claims description 16
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 15
- 229920001577 copolymer Polymers 0.000 claims description 11
- -1 poly(butadiene-isoprene) copolymer Polymers 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 239000003921 oil Substances 0.000 claims description 10
- 239000003381 stabilizer Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 9
- 239000007789 gas Substances 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 9
- 150000002430 hydrocarbons Chemical class 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 8
- 229910052794 bromium Inorganic materials 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 230000003472 neutralizing effect Effects 0.000 claims description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 claims description 6
- 229920002857 polybutadiene Polymers 0.000 claims description 6
- 238000007086 side reaction Methods 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- CODNYICXDISAEA-UHFFFAOYSA-N bromine monochloride Chemical compound BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 claims description 5
- 238000002347 injection Methods 0.000 claims description 5
- 239000007924 injection Substances 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical group CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 4
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 4
- 230000007797 corrosion Effects 0.000 claims description 4
- 238000005260 corrosion Methods 0.000 claims description 4
- 230000006866 deterioration Effects 0.000 claims description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 3
- 238000004140 cleaning Methods 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 239000011261 inert gas Substances 0.000 claims description 3
- 238000010074 rubber mixing Methods 0.000 claims description 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 claims description 2
- 239000003570 air Substances 0.000 claims description 2
- 239000002585 base Substances 0.000 claims description 2
- 239000001569 carbon dioxide Substances 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims description 2
- 229920001195 polyisoprene Polymers 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- CRWJEUDFKNYSBX-UHFFFAOYSA-N sodium;hypobromite Chemical compound [Na+].Br[O-] CRWJEUDFKNYSBX-UHFFFAOYSA-N 0.000 claims description 2
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- 239000003701 inert diluent Substances 0.000 claims 2
- 238000011144 upstream manufacturing Methods 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 1
- 229920002943 EPDM rubber Polymers 0.000 claims 1
- QZRGKCOWNLSUDK-UHFFFAOYSA-N Iodochlorine Chemical compound ICl QZRGKCOWNLSUDK-UHFFFAOYSA-N 0.000 claims 1
- LAISNASYKAIAIK-UHFFFAOYSA-N [S].[As] Chemical compound [S].[As] LAISNASYKAIAIK-UHFFFAOYSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 229910052786 argon Inorganic materials 0.000 claims 1
- 150000001721 carbon Chemical class 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- 229910000000 metal hydroxide Inorganic materials 0.000 claims 1
- 150000004692 metal hydroxides Chemical class 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 229920005596 polymer binder Polymers 0.000 claims 1
- 239000002491 polymer binding agent Substances 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 23
- 239000000243 solution Substances 0.000 description 20
- 239000000047 product Substances 0.000 description 14
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 12
- 239000002904 solvent Substances 0.000 description 10
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 150000001993 dienes Chemical class 0.000 description 9
- 239000000203 mixture Substances 0.000 description 7
- 239000000178 monomer Substances 0.000 description 7
- 239000011787 zinc oxide Substances 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 5
- 229920005556 chlorobutyl Polymers 0.000 description 5
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 5
- 238000001125 extrusion Methods 0.000 description 5
- 150000004820 halides Chemical class 0.000 description 5
- 229920005555 halobutyl Polymers 0.000 description 5
- 238000004898 kneading Methods 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 239000005062 Polybutadiene Substances 0.000 description 4
- 238000005660 chlorination reaction Methods 0.000 description 4
- 238000013461 design Methods 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 3
- 239000008116 calcium stearate Substances 0.000 description 3
- 235000013539 calcium stearate Nutrition 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- 239000012320 chlorinating reagent Substances 0.000 description 3
- 210000001520 comb Anatomy 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 238000013021 overheating Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229920001897 terpolymer Polymers 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000001336 alkenes Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000031709 bromination Effects 0.000 description 2
- 238000005893 bromination reaction Methods 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000010057 rubber processing Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000021003 saturated fats Nutrition 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- PPWUTZVGSFPZOC-UHFFFAOYSA-N 1-methyl-2,3,3a,4-tetrahydro-1h-indene Chemical compound C1C=CC=C2C(C)CCC21 PPWUTZVGSFPZOC-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 241001474791 Proboscis Species 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- JFMOYHBEGWPXBI-UHFFFAOYSA-N [C].[As] Chemical compound [C].[As] JFMOYHBEGWPXBI-UHFFFAOYSA-N 0.000 description 1
- MGFAJHVKMKDQIT-UHFFFAOYSA-N [C].[C].[C].[C].[C] Chemical compound [C].[C].[C].[C].[C] MGFAJHVKMKDQIT-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920005557 bromobutyl Polymers 0.000 description 1
- VLLYOYVKQDKAHN-UHFFFAOYSA-N buta-1,3-diene;2-methylbuta-1,3-diene Chemical compound C=CC=C.CC(=C)C=C VLLYOYVKQDKAHN-UHFFFAOYSA-N 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000010962 carbon steel Substances 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000012668 chain scission Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical class C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- CJSBUWDGPXGFGA-UHFFFAOYSA-N dimethyl-butadiene Natural products CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 1
- JIRDGEGGAWJQHQ-UHFFFAOYSA-N disulfur dibromide Chemical compound BrSSBr JIRDGEGGAWJQHQ-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
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- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
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- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- AHAREKHAZNPPMI-UHFFFAOYSA-N hexa-1,3-diene Chemical compound CCC=CC=C AHAREKHAZNPPMI-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
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- 239000003999 initiator Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- KSRHWBLHVZJTKV-UHFFFAOYSA-N iodobenzene dichloride Chemical compound ClI(Cl)C1=CC=CC=C1 KSRHWBLHVZJTKV-UHFFFAOYSA-N 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000010309 melting process Methods 0.000 description 1
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- 150000004706 metal oxides Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- ARGDYOIRHYLIMT-UHFFFAOYSA-N n,n-dichloro-4-methylbenzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)N(Cl)Cl)C=C1 ARGDYOIRHYLIMT-UHFFFAOYSA-N 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
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- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
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- 229920000582 polyisocyanurate Polymers 0.000 description 1
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- 238000001556 precipitation Methods 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
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- 108090000623 proteins and genes Proteins 0.000 description 1
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- 239000000376 reactant Substances 0.000 description 1
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- 239000005871 repellent Substances 0.000 description 1
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- 229920005989 resin Polymers 0.000 description 1
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- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003446 sulfenic acid amides Chemical class 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000004383 yellowing Methods 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
- C08F8/20—Halogenation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/12—Incorporating halogen atoms into the molecule
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
- C08F8/20—Halogenation
- C08F8/22—Halogenation by reaction with free halogens
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/141—Feedstock
- Y02P20/143—Feedstock the feedstock being recycled material, e.g. plastics
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/306,882 US4384072A (en) | 1981-09-30 | 1981-09-30 | Process for the manufacture of halogenated elastomers |
| US306882 | 1981-09-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5869201A true JPS5869201A (ja) | 1983-04-25 |
| JPH0231082B2 JPH0231082B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-07-11 |
Family
ID=23187290
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57172462A Granted JPS5869201A (ja) | 1981-09-30 | 1982-09-30 | ハロゲン化エラストマ−の製造方法 |
| JP57172463A Granted JPS5869202A (ja) | 1981-09-30 | 1982-09-30 | ハロゲン化エラストマ−の製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57172463A Granted JPS5869202A (ja) | 1981-09-30 | 1982-09-30 | ハロゲン化エラストマ−の製造方法 |
Country Status (11)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6173702A (ja) * | 1984-09-17 | 1986-04-15 | エクソン・リサ−チ・アンド・エンジニアリング・カンパニ− | ハロゲン化ポリマ−の改良製法 |
| JP2012503053A (ja) * | 2008-09-19 | 2012-02-02 | ランクセス・インターナショナル・ソシエテ・アノニム | 水および溶媒を含まないポリマーの製造方法 |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE32217E (en) * | 1982-11-12 | 1986-07-29 | The Dow Chemical Company | Graft copolymerization process |
| US4513116A (en) * | 1983-04-01 | 1985-04-23 | Exxon Research And Engineering Co. | Process for the manufacture of halogenated polymers |
| DE3380791D1 (en) * | 1983-04-01 | 1989-12-07 | Exxon Research Engineering Co | Process for the manufacture of halogenated polymers |
| EP0124278B1 (en) * | 1983-04-01 | 1989-11-02 | Exxon Research And Engineering Company | Improved process for the manufacture of halogenated polymers |
| JPS59184204A (ja) * | 1983-04-01 | 1984-10-19 | エクソン・リサ−チ・アンド・エンジニアリング・カンパニ− | ハロゲン化ポリマ−の製造方法 |
| US4634741A (en) * | 1984-04-05 | 1987-01-06 | Exxon Research & Engineering Co. | Process for preparing improved halogenated butyl rubbers |
| US4563506A (en) * | 1984-09-17 | 1986-01-07 | Exxon Research & Engineering Co. | Extrusion process for preparing improved brominated butyl rubber |
| US4649178A (en) * | 1984-10-01 | 1987-03-10 | Exxon Research & Engineering Co. | Process for producing brominated butyl rubber high in primary allylic bromine |
| DE3587584T2 (de) * | 1984-10-01 | 1994-03-10 | Exxon Research Engineering Co | Polymerhalogenierung unter verwendung einer säureeliminierung. |
| US4945133A (en) * | 1987-09-28 | 1990-07-31 | The Dow Chemical Company | Oxidation of halogenated polymers and anticaking halogenated polymers |
| US4923931A (en) * | 1987-09-28 | 1990-05-08 | The Dow Chemical Company | Oxidation of halogenated polymers |
| US4994308A (en) * | 1988-05-31 | 1991-02-19 | Tarancon Corporation | Direct fluorination of polymeric materials by using dioxifluorine fluid (mixture of CO2 and F2) |
| US5552096A (en) * | 1991-12-13 | 1996-09-03 | Exxon Chemical Patents Inc. | Multiple reaction process in melt processing equipment |
| RU2119498C1 (ru) * | 1991-12-13 | 1998-09-27 | Эксон Кемикэл Пейтентс Инк. | Способ модификации термопластичного полимера, способ получения улучшенного многофункционального модификатора вязкости и способ получения функционализированного термопластичного полимера |
| DE4208793A1 (de) * | 1992-03-19 | 1993-09-23 | Bayer Ag | Polymerharze und deren verwendung |
| IT1270944B (it) * | 1993-02-10 | 1997-05-26 | Pressindustria A G | Procedimento continuo e impianto di alogenazione di elastomeri. |
| US6448322B1 (en) | 1997-03-06 | 2002-09-10 | Exxon Mobil Chemical Patents Inc. | Stabilization of halogenated rubber |
| DE69829197T2 (de) | 1997-10-28 | 2006-02-16 | Castrol Ltd., Swindon | Verfahren zur herstellung von pfropfcopolymeren |
| RU2177952C2 (ru) * | 1999-03-23 | 2002-01-10 | Щербань Георгий Трофимович | Способ получения галоидированного бутилкаучука |
| US20060167184A1 (en) * | 2000-10-18 | 2006-07-27 | Waddell Walter H | Innerliners for use in tires |
| US7645474B1 (en) | 2003-07-31 | 2010-01-12 | Advanced Cardiovascular Systems, Inc. | Method and system of purifying polymers for use with implantable medical devices |
| US7785512B1 (en) | 2003-07-31 | 2010-08-31 | Advanced Cardiovascular Systems, Inc. | Method and system of controlled temperature mixing and molding of polymers with active agents for implantable medical devices |
| EP1905581A1 (en) | 2003-10-27 | 2008-04-02 | ExxonMobil Chemical Patents Inc. | Microlayered composites and processes for making the same |
| KR100644879B1 (ko) | 2005-01-14 | 2006-11-14 | 금호폴리켐 주식회사 | 할로겐화 반응을 이용한 이피디엠의 극성 향상 방법 |
| EP2502742B1 (en) | 2005-10-27 | 2017-06-21 | ExxonMobil Chemical Patents Inc. | Construction comprising tie layer for pneumatic tire |
| US7585914B2 (en) | 2005-11-09 | 2009-09-08 | Exxonmobil Chemical Patents Inc. | Thermoplastic elastomer compositions and methods for making the same |
| US7498381B1 (en) | 2006-08-02 | 2009-03-03 | Exxonmobil Chemical Patents Inc. | Low permeability elastomeric-metal phosphate nanocomposites |
| CN101679541A (zh) * | 2007-05-16 | 2010-03-24 | 埃克森美孚化学专利公司 | 用于烯烃聚合的催化剂体系以及由其制得的聚合物 |
| CN101671412B (zh) * | 2009-10-10 | 2011-08-17 | 江苏圣杰实业有限公司 | 1-聚烯烃卤化生产方法 |
| WO2016053594A1 (en) * | 2014-09-30 | 2016-04-07 | Exxonmobil Chemical Patents Inc. | Process for preparing a brominated elastomer with improved mooney viscosity stability |
| WO2019036085A1 (en) | 2017-08-18 | 2019-02-21 | Exxonmobil Chemical Patents Inc | HYDROCARBON RESINS FOR BUTYL BASED COMPOSITIONS AND PROCESSES FOR PREPARING THE SAME |
| SG11202009508RA (en) | 2018-04-03 | 2020-10-29 | Exxonmobil Chemical Patents Inc | Isobutylene-based polymers with olefinic side chain substituents and curable compositions containing the same |
| SG11202009506SA (en) | 2018-04-03 | 2020-10-29 | Exxonmobil Chemical Patents Inc | Solvent-free process for functionalizing isobutylene-based polymers |
| CN112119120B (zh) | 2018-04-03 | 2023-05-26 | 埃克森美孚化学专利公司 | 硫代乙酸酯官能化基于异丁烯的聚合物及含有它的可固化组合物 |
| RU2698826C1 (ru) * | 2018-04-28 | 2019-08-30 | Общество с ограниченной ответственностью "ГалоЭластомеры" | Способ твердофазной галоидной модификации синтетических и природных каучуков в двухшнековом экструдере непрерывного действия |
| US12305028B2 (en) | 2019-07-17 | 2025-05-20 | ExxonMobil Engineering & Technology Company | High propylene content EP having low glass transition temperatures |
| WO2021262842A1 (en) | 2020-06-26 | 2021-12-30 | Exxonmobil Chemical Patents Inc. | COPOLYMERS OF ETHYLENE, α-OLEFIN, NON-CONJUGATED DIENE, AND ARYL-SUBSTITUTED CYCLOALKENE, METHODS TO PRODUCE, BLENDS, AND ARTICLES THEREFROM |
| WO2021262838A1 (en) | 2020-06-26 | 2021-12-30 | Exxonmobil Chemical Patents Inc. | Copolymers composed of ethylene, a-olefin, non-conjugated diene, and substituted styrene and articles therefrom |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL291579A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1963-04-16 | |||
| US3364187A (en) * | 1964-12-30 | 1968-01-16 | Du Pont | Halogenation of olefin/unsaturated carboxylic acid and derivatives thereof by kneading |
| US4185057A (en) * | 1974-05-15 | 1980-01-22 | W Bar E, Inc. | Dewatering of plastic materials with controlled gaseous injection |
| US3966692A (en) * | 1974-06-10 | 1976-06-29 | Cities Service Company | Process for halogenating rubber |
| US4254240A (en) * | 1979-09-10 | 1981-03-03 | Exxon Research & Engineering Co. | Continuous process for the preparation of bromochlorinated butyl rubber |
-
1981
- 1981-09-30 US US06/306,882 patent/US4384072A/en not_active Expired - Fee Related
-
1982
- 1982-08-31 IN IN663/DEL/82A patent/IN158654B/en unknown
- 1982-09-29 IT IT8223516A patent/IT8223516A0/it unknown
- 1982-09-29 BR BR8205707A patent/BR8205707A/pt not_active IP Right Cessation
- 1982-09-30 CA CA000412526A patent/CA1205945A/en not_active Expired
- 1982-09-30 JP JP57172462A patent/JPS5869201A/ja active Granted
- 1982-09-30 EP EP82305214A patent/EP0076173B1/en not_active Expired
- 1982-09-30 KR KR8204427A patent/KR910007592B1/ko not_active Expired
- 1982-09-30 DE DE8282305214T patent/DE3278975D1/de not_active Expired
- 1982-09-30 GB GB08227976A patent/GB2108512A/en not_active Withdrawn
- 1982-09-30 AU AU88907/82A patent/AU567085B2/en not_active Ceased
- 1982-09-30 JP JP57172463A patent/JPS5869202A/ja active Granted
-
1983
- 1983-04-01 US US06/481,369 patent/US4486575A/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6173702A (ja) * | 1984-09-17 | 1986-04-15 | エクソン・リサ−チ・アンド・エンジニアリング・カンパニ− | ハロゲン化ポリマ−の改良製法 |
| JP2012503053A (ja) * | 2008-09-19 | 2012-02-02 | ランクセス・インターナショナル・ソシエテ・アノニム | 水および溶媒を含まないポリマーの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5869202A (ja) | 1983-04-25 |
| AU8890782A (en) | 1983-04-14 |
| JPH0344081B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1991-07-04 |
| DE3278975D1 (en) | 1988-10-06 |
| AU567085B2 (en) | 1987-11-12 |
| US4486575A (en) | 1984-12-04 |
| GB2108512A (en) | 1983-05-18 |
| US4384072A (en) | 1983-05-17 |
| IT8223516A0 (it) | 1982-09-29 |
| IN158654B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1986-12-27 |
| KR840001595A (ko) | 1984-05-07 |
| BR8205707A (pt) | 1983-08-30 |
| JPH0231082B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-07-11 |
| EP0076173B1 (en) | 1988-08-31 |
| EP0076173A3 (en) | 1984-10-10 |
| KR910007592B1 (ko) | 1991-09-28 |
| CA1205945A (en) | 1986-06-10 |
| EP0076173A2 (en) | 1983-04-06 |
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