CA2413286A1 - Maleated liquid c5 hydrocarbon resins - Google Patents
Maleated liquid c5 hydrocarbon resins Download PDFInfo
- Publication number
- CA2413286A1 CA2413286A1 CA002413286A CA2413286A CA2413286A1 CA 2413286 A1 CA2413286 A1 CA 2413286A1 CA 002413286 A CA002413286 A CA 002413286A CA 2413286 A CA2413286 A CA 2413286A CA 2413286 A1 CA2413286 A1 CA 2413286A1
- Authority
- CA
- Canada
- Prior art keywords
- resin
- acid
- daltons
- anhydride
- modified
- 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.)
- Abandoned
Links
- 239000013032 Hydrocarbon resin Substances 0.000 title claims abstract description 35
- 229920006270 hydrocarbon resin Polymers 0.000 title claims abstract description 35
- 239000007788 liquid Substances 0.000 title description 8
- 229920005989 resin Polymers 0.000 claims abstract description 120
- 239000011347 resin Substances 0.000 claims abstract description 120
- 239000002253 acid Substances 0.000 claims abstract description 76
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 50
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 50
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims abstract description 50
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims abstract description 20
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims abstract description 20
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 16
- 150000008064 anhydrides Chemical class 0.000 claims description 57
- 239000000178 monomer Substances 0.000 claims description 57
- 229930195733 hydrocarbon Natural products 0.000 claims description 31
- 150000002430 hydrocarbons Chemical class 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 24
- 239000004215 Carbon black (E152) Substances 0.000 claims description 23
- 125000001931 aliphatic group Chemical group 0.000 claims description 21
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 14
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 claims description 13
- 239000003054 catalyst Substances 0.000 claims description 13
- 239000002952 polymeric resin Substances 0.000 claims description 10
- 229920003002 synthetic resin Polymers 0.000 claims description 10
- 238000005727 Friedel-Crafts reaction Methods 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 7
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 229920006026 co-polymeric resin Polymers 0.000 claims 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 36
- 239000000203 mixture Substances 0.000 description 31
- 238000006116 polymerization reaction Methods 0.000 description 21
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 18
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000003208 petroleum Substances 0.000 description 11
- 238000012986 modification Methods 0.000 description 10
- 230000004048 modification Effects 0.000 description 10
- 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 9
- 239000012986 chain transfer agent Substances 0.000 description 8
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 230000000704 physical effect Effects 0.000 description 6
- 239000011342 resin composition Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- PMJHHCWVYXUKFD-PLNGDYQASA-N (3z)-penta-1,3-diene Chemical compound C\C=C/C=C PMJHHCWVYXUKFD-PLNGDYQASA-N 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 5
- 230000001070 adhesive effect Effects 0.000 description 5
- 239000003518 caustics Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 5
- 238000002791 soaking Methods 0.000 description 5
- 150000001336 alkenes Chemical class 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 4
- 239000000539 dimer Substances 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 4
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 4
- 239000002243 precursor Substances 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- QMMOXUPEWRXHJS-HYXAFXHYSA-N (z)-pent-2-ene Chemical compound CC\C=C/C QMMOXUPEWRXHJS-HYXAFXHYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000012442 inert solvent Substances 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- WWUVJRULCWHUSA-UHFFFAOYSA-N 2-methyl-1-pentene Chemical compound CCCC(C)=C WWUVJRULCWHUSA-UHFFFAOYSA-N 0.000 description 2
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 2
- 235000011613 Pinus brutia Nutrition 0.000 description 2
- 241000018646 Pinus brutia Species 0.000 description 2
- 229920000602 Poly[(isobutylene-alt-maleic acid, ammonium salt)-co-(isobutylene-alt-maleic anhydride)] Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000010538 cationic polymerization reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000012718 coordination polymerization Methods 0.000 description 2
- 150000001925 cycloalkenes Chemical class 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- -1 diterpene acids Chemical class 0.000 description 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- NFWSQSCIDYBUOU-UHFFFAOYSA-N methylcyclopentadiene Chemical compound CC1=CC=CC1 NFWSQSCIDYBUOU-UHFFFAOYSA-N 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 238000001542 size-exclusion chromatography Methods 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 238000012719 thermal polymerization Methods 0.000 description 2
- AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 description 1
- QMMOXUPEWRXHJS-HWKANZROSA-N (e)-pent-2-ene Chemical compound CC\C=C\C QMMOXUPEWRXHJS-HWKANZROSA-N 0.000 description 1
- IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 description 1
- RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 1
- 238000006596 Alder-ene reaction Methods 0.000 description 1
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 235000015218 chewing gum Nutrition 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 229930004069 diterpene Natural products 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- DPUXQWOMYBMHRN-UHFFFAOYSA-N hexa-2,3-diene Chemical compound CCC=C=CC DPUXQWOMYBMHRN-UHFFFAOYSA-N 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 1
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 238000005504 petroleum refining Methods 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010079 rubber tapping Methods 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000679 solder Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000004230 steam cracking Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 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
- 238000007669 thermal treatment Methods 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000005406 washing Methods 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/46—Reaction with unsaturated dicarboxylic acids or anhydrides thereof, e.g. maleinisation
Landscapes
- Chemical & Material Sciences (AREA)
- General 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)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/611,032 | 2000-07-06 | ||
| US09/611,032 US6372851B1 (en) | 2000-07-06 | 2000-07-06 | Maleated liquid C5 hydrocarbon resins |
| PCT/US2001/020527 WO2002004530A2 (en) | 2000-07-06 | 2001-06-27 | Maleated liquid c5 hydrocarbon resins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2413286A1 true CA2413286A1 (en) | 2002-01-17 |
Family
ID=24447333
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002413286A Abandoned CA2413286A1 (en) | 2000-07-06 | 2001-06-27 | Maleated liquid c5 hydrocarbon resins |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6372851B1 (enExample) |
| EP (1) | EP1299436B1 (enExample) |
| JP (1) | JP2004502839A (enExample) |
| CN (1) | CN1440429A (enExample) |
| AT (1) | ATE321794T1 (enExample) |
| BR (1) | BR0111612A (enExample) |
| CA (1) | CA2413286A1 (enExample) |
| DE (1) | DE60118384T2 (enExample) |
| WO (1) | WO2002004530A2 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6605680B1 (en) * | 2000-04-07 | 2003-08-12 | Eastman Chemical Resins, Inc. | Low color, aromatic modified C5 hydrocarbon resins |
| ATE409206T1 (de) * | 2002-11-07 | 2008-10-15 | Exxonmobil Chem Patents Inc | Elastomere zusammensetzung enthaltend pfropfpolymere- komponenten für luftsperren |
| AU2003286509A1 (en) * | 2002-11-07 | 2004-06-03 | Exxonmobil Chemical Patents Inc. | Elastomeric blend for air barriers comprising low glass transition temperature petroleum hydrocarbon resins |
| CN102153710B (zh) * | 2011-05-06 | 2012-11-07 | 上虞市佳华高分子材料有限公司 | 一种改性石油树脂的制备方法 |
| CN102351990B (zh) * | 2011-07-29 | 2012-12-19 | 长春工业大学 | 一种间戊二烯石油树脂的制备方法 |
| CN108026206B (zh) | 2015-09-29 | 2020-10-16 | 日本瑞翁株式会社 | 改性烃树脂及其制造方法、以及热熔胶粘接剂组合物 |
| JP6780325B2 (ja) * | 2016-06-30 | 2020-11-04 | 日本ゼオン株式会社 | 変性炭化水素樹脂およびタイヤ用エラストマー組成物 |
| KR20190120768A (ko) * | 2017-03-08 | 2019-10-24 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 후-반응기 개질을 통한 극성 작용화된 탄화수소 수지 |
| WO2018164777A1 (en) * | 2017-03-08 | 2018-09-13 | Exxonmobil Chemical Patents, Inc. | Polar functionalized hydrocarbon resin via post-reactor modification |
| EP3604356B1 (en) | 2017-03-30 | 2023-08-02 | Zeon Corporation | Modified hydrocarbon resin |
| MY197010A (en) | 2017-10-14 | 2023-05-18 | Tpc Group Llc | Isobutylene copolymers, method for making isobutylene copolymers and isobutylene copolymer products |
| CN108641044B (zh) * | 2018-05-17 | 2021-04-23 | 安徽同心新材料科技有限公司 | 一种酸改性c5石油树脂及其分子量可控制备方法 |
| CN109180880A (zh) * | 2018-09-21 | 2019-01-11 | 安徽同心化工有限公司 | 一种马来酸酐高接枝率c5石油树脂及其制备方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3005800A (en) | 1958-04-01 | 1961-10-24 | Paul O Powers | Method of maleinizing petroleum resin |
| US3450560A (en) | 1963-07-03 | 1969-06-17 | Chevron Res | Aluminum article covered by maleic anhydride modification polymers |
| US3290275A (en) * | 1965-07-26 | 1966-12-06 | Velsicol Chemical Corp | Production of polymeric compositions from petroleum fraction |
| BE744193A (fr) | 1970-01-08 | 1970-06-15 | Takahara Masaki | Produit de polycondensation acide et fabrication de ce produit |
| GB1356309A (en) | 1971-09-21 | 1974-06-12 | Exxon Research Engineering Co | Acidic hydrocarbon resins |
| JPS5039451B2 (enExample) | 1972-06-08 | 1975-12-17 | ||
| IT972795B (it) | 1972-12-22 | 1974-05-31 | Sir Soc Italiana Resine Spa | Procedimento per la produzione di resine da petrolio |
| DE2264284C2 (de) | 1972-12-30 | 1982-05-27 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung von Bindemitteln für Druckfarben |
| JPS5639356B2 (enExample) | 1973-04-07 | 1981-09-12 | ||
| US3966690A (en) * | 1973-05-04 | 1976-06-29 | The Dow Chemical Company | Modified hydrocarbon resins |
| JPS5634004B2 (enExample) | 1973-07-16 | 1981-08-07 | ||
| FI49833C (fi) * | 1974-02-01 | 1975-10-10 | Neste Oy | Menetelmä dieenien ja maleiinihappoanhydridin vuorottelevien kopolymee rien valmistamiseksi. |
| US4189547A (en) * | 1974-09-16 | 1980-02-19 | The Goodyear Tire & Rubber Company | Hydrocarbon-derived resins of piperylene and methyl branched tertiary olefin hydrocarbons blended with other hydrocarbon resins |
| US3929737A (en) * | 1974-09-30 | 1975-12-30 | Goodyear Tire & Rubber | Maleic anhydride-modified resin backbone |
| US4230840A (en) | 1977-12-26 | 1980-10-28 | Mitsui Petrochemical Industries Ltd. | Process for producing hydrocarbon resins having improved color and thermal stability |
| JPS5531827A (en) * | 1978-08-28 | 1980-03-06 | Mitsui Petrochem Ind Ltd | Preparation of hydrocarbon resin |
| IT1096176B (it) * | 1978-04-12 | 1985-08-17 | Snam Progetti | Resine idrocarburiche,processo per la loro preparazione e mezzi adatti allo scopo |
| US4358574A (en) * | 1981-01-19 | 1982-11-09 | Exxon Research & Engineering Co. | Production of hydrocarbon resins and products resulting therefrom |
| SU952865A1 (ru) * | 1981-01-28 | 1982-08-23 | Казанский Химико-Технологический Институт Им.С.М.Кирова | Способ получени нефтеполимерной смолы |
| JPS5842610A (ja) | 1981-09-07 | 1983-03-12 | Mitsui Petrochem Ind Ltd | 炭化水素樹脂の製造法 |
| EP0300624A3 (en) | 1987-07-21 | 1990-03-28 | Reichhold Chemicals, Inc. | Water dispersible tackifier resins |
| JPH0813946B2 (ja) | 1987-10-09 | 1996-02-14 | 日本石油株式会社 | 水なし平版印刷方法 |
-
2000
- 2000-07-06 US US09/611,032 patent/US6372851B1/en not_active Expired - Fee Related
-
2001
- 2001-06-27 DE DE60118384T patent/DE60118384T2/de not_active Expired - Fee Related
- 2001-06-27 CA CA002413286A patent/CA2413286A1/en not_active Abandoned
- 2001-06-27 BR BR0111612-6A patent/BR0111612A/pt not_active Application Discontinuation
- 2001-06-27 JP JP2002509391A patent/JP2004502839A/ja not_active Revoked
- 2001-06-27 CN CN01812197.7A patent/CN1440429A/zh active Pending
- 2001-06-27 EP EP01948790A patent/EP1299436B1/en not_active Expired - Lifetime
- 2001-06-27 WO PCT/US2001/020527 patent/WO2002004530A2/en not_active Ceased
- 2001-06-27 AT AT01948790T patent/ATE321794T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002004530A2 (en) | 2002-01-17 |
| DE60118384D1 (de) | 2006-05-18 |
| US6372851B1 (en) | 2002-04-16 |
| EP1299436A2 (en) | 2003-04-09 |
| JP2004502839A (ja) | 2004-01-29 |
| WO2002004530A3 (en) | 2002-05-30 |
| ATE321794T1 (de) | 2006-04-15 |
| EP1299436B1 (en) | 2006-03-29 |
| CN1440429A (zh) | 2003-09-03 |
| BR0111612A (pt) | 2003-07-01 |
| DE60118384T2 (de) | 2006-11-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |