DE2747015C2 - Verfahren zur Herstellung von Erdölkohlenwasserstoffharzen und ihre Verwendung - Google Patents
Verfahren zur Herstellung von Erdölkohlenwasserstoffharzen und ihre VerwendungInfo
- Publication number
- DE2747015C2 DE2747015C2 DE2747015A DE2747015A DE2747015C2 DE 2747015 C2 DE2747015 C2 DE 2747015C2 DE 2747015 A DE2747015 A DE 2747015A DE 2747015 A DE2747015 A DE 2747015A DE 2747015 C2 DE2747015 C2 DE 2747015C2
- Authority
- DE
- Germany
- Prior art keywords
- weight
- resin
- starting material
- rubber
- petroleum
- 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
- 238000000034 method Methods 0.000 title claims description 22
- 229920006270 hydrocarbon resin Polymers 0.000 title claims description 13
- 239000003209 petroleum derivative Substances 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 229920005989 resin Polymers 0.000 claims description 77
- 239000011347 resin Substances 0.000 claims description 77
- 239000007858 starting material Substances 0.000 claims description 37
- 239000000654 additive Substances 0.000 claims description 24
- 239000003208 petroleum Substances 0.000 claims description 16
- 230000000996 additive effect Effects 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 13
- 150000001993 dienes Chemical class 0.000 claims description 13
- -1 aromatic cyclic compound Chemical class 0.000 claims description 12
- 150000001336 alkenes Chemical class 0.000 claims description 11
- 239000002994 raw material Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 8
- 238000005727 Friedel-Crafts reaction Methods 0.000 claims description 4
- 238000005120 petroleum cracking Methods 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 69
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 54
- 229920001971 elastomer Polymers 0.000 description 26
- 229920001400 block copolymer Polymers 0.000 description 22
- 239000005060 rubber Substances 0.000 description 22
- 230000001070 adhesive effect Effects 0.000 description 21
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 19
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 19
- 229920003052 natural elastomer Polymers 0.000 description 18
- 229920001194 natural rubber Polymers 0.000 description 18
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 18
- 244000043261 Hevea brasiliensis Species 0.000 description 16
- 239000000123 paper Substances 0.000 description 13
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 11
- 229910052740 iodine Inorganic materials 0.000 description 11
- 239000011630 iodine Substances 0.000 description 11
- 238000005096 rolling process Methods 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 10
- 239000000853 adhesive Substances 0.000 description 9
- NFWSQSCIDYBUOU-UHFFFAOYSA-N methylcyclopentadiene Chemical compound CC1=CC=CC1 NFWSQSCIDYBUOU-UHFFFAOYSA-N 0.000 description 8
- INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 229920003051 synthetic elastomer Polymers 0.000 description 6
- 239000004831 Hot glue Substances 0.000 description 5
- 239000000806 elastomer Substances 0.000 description 5
- 239000005038 ethylene vinyl acetate Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 5
- 229920003048 styrene butadiene rubber Polymers 0.000 description 5
- 239000005061 synthetic rubber Substances 0.000 description 5
- 229920001169 thermoplastic Polymers 0.000 description 5
- 239000004416 thermosoftening plastic Substances 0.000 description 5
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 239000002174 Styrene-butadiene Substances 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- MUMFWRIFMMHPRT-UHFFFAOYSA-N cyclopentene Chemical compound C1=CCCC1.C1=CCCC1 MUMFWRIFMMHPRT-UHFFFAOYSA-N 0.000 description 4
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentenylidene Natural products C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000010802 sludge Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical class C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 3
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 229910015900 BF3 Inorganic materials 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000004816 latex Substances 0.000 description 3
- 229920000126 latex Polymers 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 238000007669 thermal treatment Methods 0.000 description 3
- 229920002725 thermoplastic elastomer Polymers 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical compound CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000004026 adhesive bonding Methods 0.000 description 2
- 230000029936 alkylation Effects 0.000 description 2
- 238000005804 alkylation reaction Methods 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 150000001923 cyclic compounds Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 2
- 229940078552 o-xylene Drugs 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 description 1
- OHWAGCQMMQNGSO-UHFFFAOYSA-N C(C1=CC=CC=C1)C=C.C(C1=CC=CC=C1)C=C Chemical compound C(C1=CC=CC=C1)C=C.C(C1=CC=CC=C1)C=C OHWAGCQMMQNGSO-UHFFFAOYSA-N 0.000 description 1
- HIBWGGKDGCBPTA-UHFFFAOYSA-N C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 HIBWGGKDGCBPTA-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- 238000005698 Diels-Alder reaction Methods 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229920005557 bromobutyl Polymers 0.000 description 1
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-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
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920005556 chlorobutyl Polymers 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229920003049 isoprene rubber Polymers 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 1
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 description 1
- 150000005377 tertiary alkyl halides Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
-
- 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
- C08F240/00—Copolymers of hydrocarbons and mineral oils, e.g. petroleum resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L57/00—Compositions of unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C08L57/02—Copolymers of mineral oil hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Adhesives Or Adhesive Processes (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 |
|---|---|---|---|
| GB43305/76A GB1587120A (en) | 1976-10-19 | 1976-10-19 | Petroleum resins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2747015A1 DE2747015A1 (de) | 1978-04-20 |
| DE2747015C2 true DE2747015C2 (de) | 1982-11-04 |
Family
ID=10428178
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2747015A Expired DE2747015C2 (de) | 1976-10-19 | 1977-10-19 | Verfahren zur Herstellung von Erdölkohlenwasserstoffharzen und ihre Verwendung |
| DE2759935A Expired DE2759935C2 (de) | 1976-10-19 | 1977-10-19 | Verfahren zur Herstellung von Erdölkohlenwasserstoffharzen und ihre Verwendung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2759935A Expired DE2759935C2 (de) | 1976-10-19 | 1977-10-19 | Verfahren zur Herstellung von Erdölkohlenwasserstoffharzen und ihre Verwendung |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4130701A (en, 2012) |
| JP (2) | JPS5351293A (en, 2012) |
| BE (1) | BE859827A (en, 2012) |
| CA (1) | CA1102047A (en, 2012) |
| DE (2) | DE2747015C2 (en, 2012) |
| FR (1) | FR2368504A1 (en, 2012) |
| GB (1) | GB1587120A (en, 2012) |
| IT (1) | IT1087019B (en, 2012) |
| NL (1) | NL185458C (en, 2012) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2027721A (en) * | 1978-06-27 | 1980-02-27 | Exxon Research Engineering Co | Petroleum resins |
| DE3031757A1 (de) * | 1979-08-22 | 1981-03-26 | Nippon Oil Co., Ltd., Tokio/Tokyo | Verfahren zur herstellung von kunstharzen und diese kunstharze enthaltende massen |
| GB8317510D0 (en) * | 1983-06-28 | 1983-08-03 | Exxon Research Engineering Co | Petroleum resins |
| CA1248285A (en) * | 1983-07-07 | 1989-01-03 | Vincent L. Hughes | Fully saturated petroleum resin and hot melt pressure sensitive adhesive formulations utilizing same as tackifier |
| JPS63133540U (en, 2012) * | 1987-02-20 | 1988-09-01 | ||
| IL103705A (en) * | 1991-11-15 | 1995-12-08 | Kuehnle Manfred R | Electro-thermal printing ink and method and printing device with its help |
| CN1249732A (zh) | 1997-01-08 | 2000-04-05 | 赫尔克里士公司 | 用于制备烃树脂的固体酸催化剂 |
| CN1049442C (zh) * | 1997-05-04 | 2000-02-16 | 青岛领丰化工有限公司 | 橡胶工业用烃类复合增粘树脂及制备方法 |
| US6605680B1 (en) | 2000-04-07 | 2003-08-12 | Eastman Chemical Resins, Inc. | Low color, aromatic modified C5 hydrocarbon resins |
| WO2004013220A1 (fr) * | 2002-07-31 | 2004-02-12 | Societe De Technologie Michelin | Composition de caoutchouc pour bande de roulement de pneumatique |
| US10072186B2 (en) | 2015-07-31 | 2018-09-11 | Fina Technology, Inc. | Farnesene-based tackifying resins and adhesive compositions containing the same |
| CN105254808A (zh) * | 2015-09-30 | 2016-01-20 | 宁波职业技术学院 | 一种改性石油树脂的制备方法 |
| US11512234B2 (en) | 2020-01-10 | 2022-11-29 | Fina Technology, Inc. | Farnesene-based tackifying resins and adhesive compositions containing the same |
| CN118591570A (zh) * | 2022-01-31 | 2024-09-03 | 综研化学株式会社 | 具有脂环式结构的聚合物、其制造方法以及包含其的组合物 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR491997A (fr) * | 1917-12-07 | 1919-06-24 | Koppers Company H | Procédé perfectionné de fabrication de résines |
| US2856389A (en) * | 1953-07-22 | 1958-10-14 | Exxon Research Engineering Co | Petroleum resins containing indene |
| FR1107556A (fr) * | 1953-07-22 | 1956-01-03 | Standard Oil Dev Co | Résines de petrole contenant de l'indène |
| GB1054759A (en, 2012) * | 1963-04-02 | |||
| JPS4832432B1 (en, 2012) * | 1970-03-23 | 1973-10-05 | ||
| JPS5033041B1 (en, 2012) * | 1970-07-22 | 1975-10-27 | ||
| US3676412A (en) * | 1970-08-12 | 1972-07-11 | Exxon Research Engineering Co | Method for preparing resin feed |
| US3855187A (en) * | 1970-08-12 | 1974-12-17 | Exxon Research Engineering Co | Method for preparing resin feed |
| US3799913A (en) * | 1971-12-30 | 1974-03-26 | Neville Chemical Co | Production of hydrocarbon resin compositions from alpha-methyl styrene,indene and vinyl toluene |
| GB1392316A (en) * | 1972-10-02 | 1975-04-30 | Ici Ltd | Synthetic resin derived from petroleum |
| IT972795B (it) * | 1972-12-22 | 1974-05-31 | Sir Soc Italiana Resine Spa | Procedimento per la produzione di resine da petrolio |
| JPS5617364B2 (en, 2012) * | 1973-02-15 | 1981-04-22 | ||
| JPS543513B2 (en, 2012) * | 1973-06-25 | 1979-02-23 | ||
| GB1486211A (en) * | 1974-03-04 | 1977-09-21 | Exxon Research Engineering Co | Petroleum resins |
| JPS50136385A (en, 2012) * | 1974-04-19 | 1975-10-29 | ||
| JPS5137313A (ja) * | 1974-09-27 | 1976-03-29 | Tokyo Shibaura Electric Co | Gasutaabinyoku |
| JPS5153591A (en) * | 1974-11-05 | 1976-05-12 | Mitsui Petrochemical Ind | Tankasuisojushino seizohoho |
| GB1537852A (en) * | 1975-07-30 | 1979-01-04 | Exxon Research Engineering Co | Petroleum resins |
-
1976
- 1976-10-19 GB GB43305/76A patent/GB1587120A/en not_active Expired
-
1977
- 1977-10-12 US US05/841,345 patent/US4130701A/en not_active Expired - Lifetime
- 1977-10-13 NL NLAANVRAGE7711250,A patent/NL185458C/xx not_active IP Right Cessation
- 1977-10-17 JP JP12437577A patent/JPS5351293A/ja active Granted
- 1977-10-18 CA CA288,914A patent/CA1102047A/en not_active Expired
- 1977-10-18 BE BE2056346A patent/BE859827A/xx not_active IP Right Cessation
- 1977-10-18 FR FR7731360A patent/FR2368504A1/fr active Granted
- 1977-10-18 IT IT7728749A patent/IT1087019B/it active
- 1977-10-19 DE DE2747015A patent/DE2747015C2/de not_active Expired
- 1977-10-19 DE DE2759935A patent/DE2759935C2/de not_active Expired
-
1987
- 1987-05-22 JP JP62125634A patent/JPS63113046A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE2759935C2 (de) | 1984-05-10 |
| NL185458B (nl) | 1989-11-16 |
| BE859827A (nl) | 1978-04-18 |
| CA1102047A (en) | 1981-05-26 |
| JPS5351293A (en) | 1978-05-10 |
| US4130701A (en) | 1978-12-19 |
| JPS63113046A (ja) | 1988-05-18 |
| JPS632966B2 (en, 2012) | 1988-01-21 |
| NL7711250A (nl) | 1978-04-21 |
| FR2368504B1 (en, 2012) | 1983-04-01 |
| GB1587120A (en) | 1981-04-01 |
| NL185458C (nl) | 1990-04-17 |
| JPH0160500B2 (en, 2012) | 1989-12-22 |
| DE2747015A1 (de) | 1978-04-20 |
| IT1087019B (it) | 1985-05-31 |
| FR2368504A1 (fr) | 1978-05-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2747015C2 (de) | Verfahren zur Herstellung von Erdölkohlenwasserstoffharzen und ihre Verwendung | |
| DE69028210T2 (de) | Harzverwendung als klebrigmacher | |
| DE2636187A1 (de) | Petrolharze | |
| DE69312275T2 (de) | Kohlenwasserstoffharze enthaltende klebstoffzusammensetzungen | |
| DE2634167C2 (en, 2012) | ||
| DE69115683T2 (de) | Hydrierte harze, klebstofformulierungen und verfahren zur herstellung von harzen | |
| DE69418216T2 (de) | Aromatisches klebeharz | |
| DE69605765T2 (de) | Aliphatische Harze auf Petroleumbasis, Verfahren zur Kontrolle von deren Erweichungspunkt und deren Molekulargewicht, und druckempfindliche Schmelzklebstoffe, die diese enthalten. | |
| DE3889429T2 (de) | Klebstoffzusammensetzungen. | |
| DE2509150C2 (en, 2012) | ||
| DE1694359A1 (de) | Verfahren zum Vermitteln einer Klebrigkeit bei natuerlichen und synthetischen Kautschukmassen | |
| DE944221C (de) | Verfahren zur Herstellung fester Erdoelkunstharze | |
| EP0011393B1 (en) | Petroleum resins and their preparation | |
| DE2413208C3 (de) | Verfahren zur Herstellung von Kohlenwasserstoffpolymeren und deren Verwendung zur Herstellung von druckempfindlichen Klebstoff massen | |
| JPS6213967B2 (en, 2012) | ||
| DE69416552T2 (de) | Alkylierte Harze aus polycyclischen aromatischen Verbindungen | |
| US4173699A (en) | Process for manufacturing petroleum resins for adhesive thermofusible compositions | |
| DE3786153T2 (de) | Flüssiges, aliphatisches Kohlenwasserstoffharz. | |
| DE2234594C2 (de) | Verfahren zur Herstellung thermoplastischer Kunstharze und deren Verwendung | |
| DE69209692T2 (de) | Verfahren zur Herstellung von farblosen Kohlenwasserstoffharzen und nach diesem Verfahren hergestellte Produkte | |
| DE1770794B2 (de) | Selbstklebende Klebstoff-Zusammensetzung | |
| DE2210057C3 (de) | Verfahren zur reduktiven Entfernung von Schwefelsäure bzw. ihren sauer reagierenden organischen Derivaten aus Reaktionsmischungen | |
| DE2033779B2 (de) | Klebharze | |
| DE2856335A1 (de) | Verfahren zur herstellung von kohlenwasserstoffharzen mit verbesserter farb- und thermischer stabilitaet | |
| DE2245930A1 (de) | Von einem kohlenwasserstoff abstammendes harz und verfahren zu seiner herstellung |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OAM | Search report available | ||
| OC | Search report available | ||
| OD | Request for examination | ||
| 8172 | Supplementary division/partition in: |
Ref country code: DE Ref document number: 2759935 Format of ref document f/p: P |
|
| AH | Division in |
Ref country code: DE Ref document number: 2759935 Format of ref document f/p: P |
|
| Q171 | Divided out to: |
Ref country code: DE Ref document number: 2759935 |
|
| D2 | Grant after examination | ||
| AH | Division in |
Ref country code: DE Ref document number: 2759935 Format of ref document f/p: P |
|
| 8328 | Change in the person/name/address of the agent |
Free format text: SCHWABE, H., DIPL.-ING. SANDMAIR, K., DIPL.-CHEM. DR.JUR. DR.RER.NAT., PAT.-ANW., 8000 MUENCHEN |
|
| 8339 | Ceased/non-payment of the annual fee |