CA1090950A - Process for the production of copolymer powders - Google Patents
Process for the production of copolymer powdersInfo
- Publication number
- CA1090950A CA1090950A CA243,314A CA243314A CA1090950A CA 1090950 A CA1090950 A CA 1090950A CA 243314 A CA243314 A CA 243314A CA 1090950 A CA1090950 A CA 1090950A
- Authority
- CA
- Canada
- Prior art keywords
- maleic acid
- olefin
- acid anhydride
- copolymer
- mol
- 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
- 229920001577 copolymer Polymers 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 31
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- 239000000843 powder Substances 0.000 title abstract description 28
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 50
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 41
- 239000006185 dispersion Substances 0.000 claims abstract description 40
- 239000000203 mixture Substances 0.000 claims abstract description 26
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- 239000000945 filler Substances 0.000 claims abstract description 8
- 150000008064 anhydrides Chemical group 0.000 claims abstract description 6
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical group CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 claims description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 22
- -1 ethylene, propylene, butylene, isobutylene Chemical group 0.000 claims description 13
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 12
- 239000002612 dispersion medium Substances 0.000 claims description 12
- 229920006395 saturated elastomer Polymers 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- 239000000178 monomer Substances 0.000 claims description 3
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 claims description 3
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims 2
- 239000002245 particle Substances 0.000 abstract description 20
- 239000000725 suspension Substances 0.000 abstract description 14
- 150000001412 amines Chemical class 0.000 abstract description 10
- 229920003052 natural elastomer Polymers 0.000 abstract description 7
- 229920001194 natural rubber Polymers 0.000 abstract description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract description 6
- 238000000227 grinding Methods 0.000 abstract description 6
- 229920000089 Cyclic olefin copolymer Polymers 0.000 abstract description 5
- 229920003051 synthetic elastomer Polymers 0.000 abstract description 5
- 239000011248 coating agent Substances 0.000 abstract description 4
- 229910021529 ammonia Inorganic materials 0.000 abstract description 3
- 239000005061 synthetic rubber Substances 0.000 abstract 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 8
- 150000001298 alcohols Chemical class 0.000 description 8
- 239000011976 maleic acid Substances 0.000 description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000009435 amidation Effects 0.000 description 6
- 238000007112 amidation reaction Methods 0.000 description 6
- 230000032050 esterification Effects 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- 239000012442 inert solvent Substances 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 2
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- PCJGHYSTCBLKIA-UHFFFAOYSA-N (1-acetylcyclohexyl)sulfonyloxy 1-acetylcyclohexane-1-sulfonate Chemical compound C1CCCCC1(C(C)=O)S(=O)(=O)OOS(=O)(=O)C1(C(=O)C)CCCCC1 PCJGHYSTCBLKIA-UHFFFAOYSA-N 0.000 description 1
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- OXYKVVLTXXXVRT-UHFFFAOYSA-N (4-chlorobenzoyl) 4-chlorobenzenecarboperoxoate Chemical compound C1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1 OXYKVVLTXXXVRT-UHFFFAOYSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- STGNLGBPLOVYMA-TZKOHIRVSA-N (z)-but-2-enedioic acid Chemical compound OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O STGNLGBPLOVYMA-TZKOHIRVSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- WCVOGSZTONGSQY-UHFFFAOYSA-N 2,4,6-trichloroanisole Chemical compound COC1=C(Cl)C=C(Cl)C=C1Cl WCVOGSZTONGSQY-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 238000011938 amidation process Methods 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 150000001470 diamides Chemical class 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- JGEMYUOFGVHXKV-UPHRSURJSA-N malealdehyde Chemical compound O=C\C=C/C=O JGEMYUOFGVHXKV-UPHRSURJSA-N 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- SZEGKVHRCLBFKJ-UHFFFAOYSA-N n-methyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNC SZEGKVHRCLBFKJ-UHFFFAOYSA-N 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000004482 other powder Substances 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- HCTVWSOKIJULET-LQDWTQKMSA-M phenoxymethylpenicillin potassium Chemical compound [K+].N([C@H]1[C@H]2SC([C@@H](N2C1=O)C([O-])=O)(C)C)C(=O)COC1=CC=CC=C1 HCTVWSOKIJULET-LQDWTQKMSA-M 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 229940095068 tetradecene Drugs 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene 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
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/04—Anhydrides, e.g. cyclic anhydrides
- C08F222/06—Maleic anhydride
-
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- 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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Paper (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP2501123.8 | 1975-01-14 | ||
| DE2501123A DE2501123C2 (de) | 1975-01-14 | 1975-01-14 | Verfahren zur Herstellung von Suspensions-Copolymerisaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1090950A true CA1090950A (en) | 1980-12-02 |
Family
ID=5936352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA243,314A Expired CA1090950A (en) | 1975-01-14 | 1976-01-12 | Process for the production of copolymer powders |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4048422A (Direct) |
| JP (1) | JPS5930723B2 (Direct) |
| AT (1) | AT340137B (Direct) |
| BE (1) | BE837475A (Direct) |
| BR (1) | BR7600166A (Direct) |
| CA (1) | CA1090950A (Direct) |
| CH (1) | CH601366A5 (Direct) |
| CS (1) | CS183834B2 (Direct) |
| DE (1) | DE2501123C2 (Direct) |
| ES (1) | ES444247A1 (Direct) |
| FI (1) | FI760051A7 (Direct) |
| FR (1) | FR2297866A1 (Direct) |
| GB (1) | GB1528992A (Direct) |
| IT (1) | IT1053368B (Direct) |
| NL (1) | NL178168C (Direct) |
| NO (1) | NO754384L (Direct) |
| SE (1) | SE7600277L (Direct) |
| SU (1) | SU576324A1 (Direct) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2750070A1 (de) * | 1977-11-09 | 1979-05-10 | Huels Chemische Werke Ag | Papierleimungsmittel |
| DE2840501A1 (de) * | 1978-09-18 | 1980-03-27 | Basf Ag | Verfahren zur herstellung von copolymerisaten aus maleinsaeureanhydrid und alkenen |
| DE2840502A1 (de) * | 1978-09-18 | 1980-03-27 | Basf Ag | Verfahren zur herstellung von terpolymeren |
| NO792863L (no) * | 1978-09-19 | 1980-03-20 | Bayer Ag | Skumfattig overflatelimingsmiddel for papir |
| GB2065674B (en) | 1979-12-21 | 1983-03-30 | Ici Ltd | Sterically stabilised non-aqueous dispersions of styrene copolymers |
| NL8002689A (nl) * | 1980-05-09 | 1981-12-01 | M & T Chemicals Bv | Polymeren met biocide eigenschappen. |
| US4358573A (en) * | 1981-05-29 | 1982-11-09 | S. C. Johnson & Son, Inc. | Waxy maleic anhydride alpha olefin terpolymers |
| US4604221A (en) * | 1982-07-06 | 1986-08-05 | The Lubrizol Corporation | Nitrogen-containing esters and lubricants containing them |
| JPS6016851A (ja) * | 1983-07-08 | 1985-01-28 | 花王株式会社 | セメント混和剤 |
| US4594378A (en) * | 1985-03-25 | 1986-06-10 | The Lubrizol Corporation | Polymeric compositions, oil compositions containing said polymeric compositions, transmission fluids and hydraulic fluids |
| DE3628247A1 (de) * | 1986-08-20 | 1988-02-25 | Huels Chemische Werke Ag | Verfahren zur herstellung von pulverfoermigen olefin-maleinsaeureanhydrid-copolymeren |
| JPS63291905A (ja) * | 1987-05-25 | 1988-11-29 | Kao Corp | オレフィン−無水マレイン酸共重合体粒子の製造方法 |
| DE3827631A1 (de) * | 1988-08-16 | 1990-02-22 | Hoechst Ag | Selbsttragendes flaechengebilde mit wenigstens einer strukturierten oberflaeche |
| DE3930141A1 (de) * | 1989-09-09 | 1991-03-21 | Bayer Ag | Vernetzte perlpolymerisate und ihre herstellung |
| DE4131142A1 (de) * | 1991-09-19 | 1993-03-25 | Bayer Ag | Elektroviskose fluessigkeit |
| DE4205839A1 (de) * | 1992-02-26 | 1993-09-02 | Basf Ag | Verwendung von umsetzungsprodukten von homo- oder copolymerisaten auf basis monoethylenisch ungesaettigter dicarbonsaeureanhydride mit aminen oder alkoholen zum fetten und fuellen von leder oder pelzfellen |
| US5453476A (en) * | 1993-08-23 | 1995-09-26 | Rohm And Haas Company | High solids copolymerization via in-situ isomerization |
| DE19621573A1 (de) * | 1996-05-29 | 1997-12-04 | Basf Ag | Thermisch härtbare, wäßrige Zusammensetzungen |
| DE19824532A1 (de) | 1998-06-03 | 1999-12-09 | Basf Ag | Verfahren zur Herstellung von Schalenkatalysatoren für die katalytische Gasphasenoxidation von aromatischen Kohlenwasserstoffen und so erhältliche Katalysatoren |
| EP1344784B1 (en) | 1999-11-08 | 2006-09-20 | Nippon Petrochemicals Company, Limited | Butene oligomer derivatives having terminal 1,4-butanediol functional groups |
| WO2008152018A1 (de) | 2007-06-13 | 2008-12-18 | Basf Se | Verfahren zur herstellung von formkörpern |
| JP5134351B2 (ja) * | 2007-12-07 | 2013-01-30 | 花王株式会社 | 電子材料用油中分散剤組成物 |
| EP2664632A1 (en) * | 2008-07-31 | 2013-11-20 | The Lubrizol Corporation | Novel copolymers and lubricating compositions thereof |
| US20120129965A1 (en) | 2009-07-22 | 2012-05-24 | Basf Se | Use of film-forming polymers and organic hollow particles for coating agents |
| EP2723565B1 (de) | 2011-06-22 | 2015-03-11 | Basf Se | Beschichtete polymerfolien mit sauerstoffbarriereeigenschaften |
| US9574100B2 (en) | 2011-06-22 | 2017-02-21 | Basf Se | Coated polymer foils with oxygen barrier properties |
| CN102344526B (zh) * | 2011-07-12 | 2013-07-17 | 江南大学 | 一种支化型聚苯乙烯马来酸酐的制备方法及其用途 |
| KR20160045702A (ko) | 2013-08-22 | 2016-04-27 | 헨켈 아이피 앤드 홀딩 게엠베하 | 높은 올레핀 함량을 갖는 높은 분자량의 중합체 |
| WO2015024835A1 (de) | 2013-08-22 | 2015-02-26 | Basf Se | Verfahren zur herstellung von emulsionspolymerisaten |
| FI3036293T3 (fi) | 2013-08-22 | 2024-03-27 | Basf Se | Menetelmä orgaanisten onttojen hiukkasten valmistamiseksi |
| WO2017139572A1 (en) | 2016-02-11 | 2017-08-17 | Henkel IP & Holding GmbH | Olefin-acrylate copolymers with pendant hydroxyl functionality and use thereof |
| TWI724103B (zh) | 2016-02-11 | 2021-04-11 | 德商漢高智慧財產控股公司 | 含羥基官能性側基之烯烴－丙烯酸酯共聚物及其用途 |
| MX2019003825A (es) | 2016-10-07 | 2019-11-18 | Basf Se | Metodo para producir dispersiones acuosas. |
| BR112020009093A2 (pt) | 2017-11-09 | 2020-10-13 | Basf Se | partícula de enzima, composições de lavagem ou limpeza e de alimento ou ração, e, uso de um pigmento branco orgânico |
| EP4459704A4 (en) * | 2021-12-27 | 2026-01-14 | Kao Corp | Dispersion agent for electrical storage device electrodes |
| US20260028435A1 (en) * | 2023-05-29 | 2026-01-29 | Jiangsu Yangnong Chemical Group Co., Ltd. | Method of Synthesizing Olefin Functional Polymer in Continuous Feeding Manner and Use of the Olefin Functional Polymer |
| CN119119770B (zh) * | 2024-09-05 | 2025-07-01 | 重庆市化工研究院有限公司 | 一种还原染料分散剂及其应用和液体预还原还原染料的制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2921928A (en) * | 1957-11-29 | 1960-01-19 | Monsanto Chemicals | Preparation of copolymer diamides |
| US2979487A (en) * | 1960-02-25 | 1961-04-11 | Monsanto Chemicals | Suspension polymerization process |
| US3553183A (en) * | 1969-03-27 | 1971-01-05 | Gaf Corp | Interpolymeric anti-clumping additives |
| US3729451A (en) * | 1972-07-10 | 1973-04-24 | Gulf Research Development Co | Process for copolymerization of maleic anhydride with 1-olefins |
-
1975
- 1975-01-14 DE DE2501123A patent/DE2501123C2/de not_active Expired
- 1975-10-30 GB GB44919/75A patent/GB1528992A/en not_active Expired
- 1975-12-23 NO NO754384A patent/NO754384L/no unknown
-
1976
- 1976-01-07 SU SU7602310602A patent/SU576324A1/ru active
- 1976-01-08 US US05/647,502 patent/US4048422A/en not_active Expired - Lifetime
- 1976-01-12 CA CA243,314A patent/CA1090950A/en not_active Expired
- 1976-01-12 CS CS7600000191A patent/CS183834B2/cs unknown
- 1976-01-12 FI FI760051A patent/FI760051A7/fi not_active Application Discontinuation
- 1976-01-12 AT AT13176A patent/AT340137B/de not_active IP Right Cessation
- 1976-01-12 BE BE163437A patent/BE837475A/xx unknown
- 1976-01-12 IT IT47586/76A patent/IT1053368B/it active
- 1976-01-12 JP JP51002159A patent/JPS5930723B2/ja not_active Expired
- 1976-01-12 NL NLAANVRAGE7600262,A patent/NL178168C/xx not_active IP Right Cessation
- 1976-01-13 ES ES444247A patent/ES444247A1/es not_active Expired
- 1976-01-13 BR BR7600166A patent/BR7600166A/pt unknown
- 1976-01-13 SE SE7600277A patent/SE7600277L/xx unknown
- 1976-01-14 CH CH41676A patent/CH601366A5/xx not_active IP Right Cessation
- 1976-01-14 FR FR7600849A patent/FR2297866A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| NL178168C (nl) | 1986-02-03 |
| JPS5195489A (Direct) | 1976-08-21 |
| NL7600262A (nl) | 1976-07-16 |
| CS183834B2 (en) | 1978-07-31 |
| FR2297866A1 (fr) | 1976-08-13 |
| GB1528992A (en) | 1978-10-18 |
| IT1053368B (it) | 1981-08-31 |
| BE837475A (fr) | 1976-07-12 |
| AT340137B (de) | 1977-11-25 |
| US4048422A (en) | 1977-09-13 |
| ES444247A1 (es) | 1977-05-01 |
| CH601366A5 (Direct) | 1978-07-14 |
| JPS5930723B2 (ja) | 1984-07-28 |
| DE2501123A1 (de) | 1976-07-15 |
| NL178168B (nl) | 1985-09-02 |
| SU576324A1 (ru) | 1977-10-15 |
| BR7600166A (pt) | 1976-08-31 |
| ATA13176A (de) | 1977-03-15 |
| DE2501123C2 (de) | 1984-02-09 |
| SE7600277L (sv) | 1976-07-15 |
| FR2297866B1 (Direct) | 1980-02-22 |
| FI760051A7 (Direct) | 1976-07-15 |
| NO754384L (Direct) | 1976-07-15 |
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