JPS5922745B2 - 粘着剤 - Google Patents

粘着剤

Info

Publication number: JPS5922745B2
Authority: JP; Japan
Prior art keywords: oxirane; tackifier according; tackifier; resin; weight
Prior art date: 1975-01-28
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

Application number

JP51000732A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5193944A (fr

Inventor

ケネス・クラレンス・ピーターセン

ジヨン・リンチ・サリバン

トマス・マイクル・ガルキービクズ

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

SI Group Inc

Original Assignee

Schenectady Chemicals Inc

Priority date (The priority date 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 date listed.)

1975-01-28

Filing date

1976-01-01

Publication date

1984-05-29

1975-01-28 Priority claimed from US05/544,772 external-priority patent/US4073776A/en

1976-01-01 Application filed by Schenectady Chemicals Inc filed Critical Schenectady Chemicals Inc

1976-08-18 Publication of JPS5193944A publication Critical patent/JPS5193944A/ja

1984-05-29 Publication of JPS5922745B2 publication Critical patent/JPS5922745B2/ja

Status Expired legal-status Critical Current

Links

239000000853 adhesive Substances 0.000 title description 4
230000001070 adhesive effect Effects 0.000 title description 4
229920005989 resin Polymers 0.000 claims description 65
239000011347 resin Substances 0.000 claims description 65
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 46
-1 t-octyl Chemical group 0.000 claims description 31
239000000126 substance Substances 0.000 claims description 27
229920003986 novolac Polymers 0.000 claims description 26
239000007795 chemical reaction product Substances 0.000 claims description 25
125000000466 oxiranyl group Chemical group 0.000 claims description 22
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 20
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 19
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 15
229920000647 polyepoxide Polymers 0.000 claims description 15
239000003822 epoxy resin Substances 0.000 claims description 14
239000004593 Epoxy Substances 0.000 claims description 13
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
125000000217 alkyl group Chemical group 0.000 claims description 12
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 11
125000004432 carbon atom Chemical group C* 0.000 claims description 10
150000002430 hydrocarbons Chemical group 0.000 claims description 8
239000000047 product Substances 0.000 claims description 8
HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims description 6
235000011187 glycerol Nutrition 0.000 claims description 6
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 6
125000001931 aliphatic group Chemical group 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 4
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 3
125000002723 alicyclic group Chemical group 0.000 claims description 3
KTPIWUHKYIJBCR-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) cyclohex-4-ene-1,2-dicarboxylate Chemical compound C1C=CCC(C(=O)OCC2OC2)C1C(=O)OCC1CO1 KTPIWUHKYIJBCR-UHFFFAOYSA-N 0.000 claims description 3
229910052799 carbon Inorganic materials 0.000 claims description 3
125000000623 heterocyclic group Chemical group 0.000 claims description 3
WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 claims description 3
229940091173 hydantoin Drugs 0.000 claims description 3
AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical group C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims description 2
150000001935 cyclohexenes Chemical class 0.000 claims description 2
229920001169 thermoplastic Polymers 0.000 claims description 2
239000004416 thermosoftening plastic Substances 0.000 claims description 2
JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 claims 2
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims 1
125000003438 dodecyl group Chemical group [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])* 0.000 claims 1
229920001971 elastomer Polymers 0.000 description 43
239000000203 mixture Substances 0.000 description 29
239000000806 elastomer Substances 0.000 description 28
238000002844 melting Methods 0.000 description 23
230000008018 melting Effects 0.000 description 23
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
238000000034 method Methods 0.000 description 15
239000005060 rubber Substances 0.000 description 15
238000000926 separation method Methods 0.000 description 15
238000009472 formulation Methods 0.000 description 14
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
239000000463 material Substances 0.000 description 12
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 11
150000002989 phenols Chemical class 0.000 description 11
239000008096 xylene Substances 0.000 description 11
229920002943 EPDM rubber Polymers 0.000 description 10
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 9
238000004821 distillation Methods 0.000 description 9
229920000642 polymer Polymers 0.000 description 9
229930195733 hydrocarbon Natural products 0.000 description 8
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
229920005549 butyl rubber Polymers 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 7
239000007859 condensation product Substances 0.000 description 7
229920003052 natural elastomer Polymers 0.000 description 7
229920001194 natural rubber Polymers 0.000 description 7
229910052717 sulfur Inorganic materials 0.000 description 7
239000011593 sulfur Substances 0.000 description 7
229920001897 terpolymer Polymers 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
150000001299 aldehydes Chemical class 0.000 description 6
239000008346 aqueous phase Substances 0.000 description 6
239000007864 aqueous solution Substances 0.000 description 6
229920005556 chlorobutyl Polymers 0.000 description 6
150000002170 ethers Chemical class 0.000 description 6
239000004615 ingredient Substances 0.000 description 6
238000004519 manufacturing process Methods 0.000 description 6
229920000098 polyolefin Polymers 0.000 description 6
238000010992 reflux Methods 0.000 description 6
239000002904 solvent Substances 0.000 description 6
229920003319 Araldite® Polymers 0.000 description 5
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
239000005977 Ethylene Substances 0.000 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
244000043261 Hevea brasiliensis Species 0.000 description 5
229920001577 copolymer Polymers 0.000 description 5
150000001993 dienes Chemical class 0.000 description 5
239000002994 raw material Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
239000007787 solid Substances 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical class CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 4
239000004215 Carbon black (E152) Substances 0.000 description 4
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
239000006229 carbon black Substances 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 4
230000000704 physical effect Effects 0.000 description 4
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
229920003048 styrene butadiene rubber Polymers 0.000 description 4
239000006228 supernatant Substances 0.000 description 4
239000004711 α-olefin Substances 0.000 description 4
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 3
KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 3
229920000459 Nitrile rubber Polymers 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000000443 aerosol Substances 0.000 description 3
230000032683 aging Effects 0.000 description 3
150000001336 alkenes Chemical class 0.000 description 3
239000011230 binding agent Substances 0.000 description 3
NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 3
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
238000009833 condensation Methods 0.000 description 3
230000005494 condensation Effects 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
150000002118 epoxides Chemical class 0.000 description 3
229910044991 metal oxide Inorganic materials 0.000 description 3
150000004706 metal oxides Chemical class 0.000 description 3
238000012986 modification Methods 0.000 description 3
230000004048 modification Effects 0.000 description 3
235000006408 oxalic acid Nutrition 0.000 description 3
150000002924 oxiranes Chemical class 0.000 description 3
239000001294 propane Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 2
XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
GPEJOYPHWFOWNM-UHFFFAOYSA-N 2-dodecylphenol;formaldehyde Chemical compound O=C.CCCCCCCCCCCCC1=CC=CC=C1O GPEJOYPHWFOWNM-UHFFFAOYSA-N 0.000 description 2
RZJKZTPKSRPUFJ-UHFFFAOYSA-N 5,5-dimethyl-1,3-bis(oxiran-2-ylmethyl)imidazolidine-2,4-dione Chemical compound O=C1N(CC2OC2)C(=O)C(C)(C)N1CC1CO1 RZJKZTPKSRPUFJ-UHFFFAOYSA-N 0.000 description 2
WTQBISBWKRKLIJ-UHFFFAOYSA-N 5-methylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C)CC1C=C2 WTQBISBWKRKLIJ-UHFFFAOYSA-N 0.000 description 2
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
229930185605 Bisphenol Natural products 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 2
239000005062 Polybutadiene Substances 0.000 description 2
NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
239000002174 Styrene-butadiene Substances 0.000 description 2
239000003377 acid catalyst Substances 0.000 description 2
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
238000009835 boiling Methods 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
239000011353 cycloaliphatic epoxy resin Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000012467 final product Substances 0.000 description 2
239000013022 formulation composition Substances 0.000 description 2
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
230000005484 gravity Effects 0.000 description 2
AWJFCAXSGQLCKK-UHFFFAOYSA-N icosa-1,19-diene Chemical compound C=CCCCCCCCCCCCCCCCCC=C AWJFCAXSGQLCKK-UHFFFAOYSA-N 0.000 description 2
239000004850 liquid epoxy resins (LERs) Substances 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
229920001084 poly(chloroprene) Polymers 0.000 description 2
229920002857 polybutadiene Polymers 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
150000005846 sugar alcohols Polymers 0.000 description 2
229920003051 synthetic elastomer Polymers 0.000 description 2
239000005061 synthetic rubber Substances 0.000 description 2
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
DNZZPKYSGRTNGK-PQZOIKATSA-N (1z,4z)-cycloocta-1,4-diene Chemical compound C1C\C=C/C\C=C/C1 DNZZPKYSGRTNGK-PQZOIKATSA-N 0.000 description 1
HOEFIGOFJSMARD-FUOWLQLWSA-N (1z,5z)-1-methylcycloocta-1,5-diene Chemical compound C\C1=C\CC\C=C/CC1 HOEFIGOFJSMARD-FUOWLQLWSA-N 0.000 description 1
KEMUGHMYINTXKW-NQOXHWNZSA-N (1z,5z)-cyclododeca-1,5-diene Chemical compound C1CCC\C=C/CC\C=C/CC1 KEMUGHMYINTXKW-NQOXHWNZSA-N 0.000 description 1
GWCMUONZBWHLRN-REXUQAFDSA-N (1z,6z)-cyclodeca-1,6-diene Chemical compound C1C\C=C/CCC\C=C/C1 GWCMUONZBWHLRN-REXUQAFDSA-N 0.000 description 1
GDDAJHJRAKOILH-QFXXITGJSA-N (2e,5e)-octa-2,5-diene Chemical compound CC\C=C\C\C=C\C GDDAJHJRAKOILH-QFXXITGJSA-N 0.000 description 1
KMDLDWBXGMDTSA-ISLYRVAYSA-N (9e)-octadeca-1,9-diene Chemical compound CCCCCCCC\C=C\CCCCCCC=C KMDLDWBXGMDTSA-ISLYRVAYSA-N 0.000 description 1
HQGYGGZHZWXFSI-UHFFFAOYSA-N 1,4-cycloheptadiene Chemical compound C1CC=CCC=C1 HQGYGGZHZWXFSI-UHFFFAOYSA-N 0.000 description 1
FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-dioxonaphthalene Natural products C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 1
VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 description 1
239000004912 1,5-cyclooctadiene Substances 0.000 description 1
BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 description 1
KMDZFXFLPOTNHQ-UHFFFAOYSA-N 11-ethyltrideca-1,11-diene Chemical compound CCC(=CC)CCCCCCCCC=C KMDZFXFLPOTNHQ-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
SLQMKNPIYMOEGB-UHFFFAOYSA-N 2-methylhexa-1,5-diene Chemical compound CC(=C)CCC=C SLQMKNPIYMOEGB-UHFFFAOYSA-N 0.000 description 1
OWRACTVEYJLPRK-UHFFFAOYSA-N 3,3-dimethylhexa-1,5-diene Chemical compound C=CC(C)(C)CC=C OWRACTVEYJLPRK-UHFFFAOYSA-N 0.000 description 1
RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 1
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
KJWMCPYEODZESQ-UHFFFAOYSA-N 4-Dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=C(O)C=C1 KJWMCPYEODZESQ-UHFFFAOYSA-N 0.000 description 1
MHCHQNXRVNQPHJ-UHFFFAOYSA-N 4-hexadecylphenol Chemical compound CCCCCCCCCCCCCCCCC1=CC=C(O)C=C1 MHCHQNXRVNQPHJ-UHFFFAOYSA-N 0.000 description 1
IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
ISAVYTVYFVQUDY-UHFFFAOYSA-N 4-tert-Octylphenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1 ISAVYTVYFVQUDY-UHFFFAOYSA-N 0.000 description 1
NIDKXDJOUXLRTM-UHFFFAOYSA-N 4-tert-butylphenol;4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1.CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1 NIDKXDJOUXLRTM-UHFFFAOYSA-N 0.000 description 1
KUFDSEQTHICIIF-UHFFFAOYSA-N 6-methylhepta-1,5-diene Chemical compound CC(C)=CCCC=C KUFDSEQTHICIIF-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
239000004386 Erythritol Substances 0.000 description 1
UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
VHOQXEIFYTTXJU-UHFFFAOYSA-N Isobutylene-isoprene copolymer Chemical class CC(C)=C.CC(=C)C=C VHOQXEIFYTTXJU-UHFFFAOYSA-N 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
239000004594 Masterbatch (MB) Substances 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
229920013625 Synpol Polymers 0.000 description 1
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000003679 aging effect Effects 0.000 description 1
239000012670 alkaline solution Substances 0.000 description 1
ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 1
125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
125000002619 bicyclic group Chemical group 0.000 description 1
IUFXKTIZXZVLJC-UHFFFAOYSA-N buta-1,3-diene;2-methylprop-1-ene Chemical compound CC(C)=C.C=CC=C IUFXKTIZXZVLJC-UHFFFAOYSA-N 0.000 description 1
XVYFLIKDMYXEJL-UHFFFAOYSA-N buta-1,3-diene;ethene;prop-2-enenitrile Chemical group C=C.C=CC=C.C=CC#N XVYFLIKDMYXEJL-UHFFFAOYSA-N 0.000 description 1
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical class C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
239000001273 butane Substances 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
150000001721 carbon Chemical group 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
239000004568 cement Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000003945 chlorohydrins Chemical class 0.000 description 1
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
239000002131 composite material Substances 0.000 description 1
238000013329 compounding Methods 0.000 description 1
RDAFFINKUCJOJK-UHFFFAOYSA-N cyclodeca-1,5-diene Chemical compound C1CCC=CCCC=CC1 RDAFFINKUCJOJK-UHFFFAOYSA-N 0.000 description 1
ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 description 1
IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
NLDGJRWPPOSWLC-UHFFFAOYSA-N deca-1,9-diene Chemical compound C=CCCCCCCC=C NLDGJRWPPOSWLC-UHFFFAOYSA-N 0.000 description 1
229940105990 diglycerin Drugs 0.000 description 1
GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
125000003700 epoxy group Chemical group 0.000 description 1
UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
235000019414 erythritol Nutrition 0.000 description 1
229940009714 erythritol Drugs 0.000 description 1
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
238000006266 etherification reaction Methods 0.000 description 1
229920001038 ethylene copolymer Polymers 0.000 description 1
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
229960005150 glycerol Drugs 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
150000005826 halohydrocarbons Chemical class 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
239000003999 initiator Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
239000001282 iso-butane Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
150000005673 monoalkenes Chemical class 0.000 description 1
238000000465 moulding Methods 0.000 description 1
DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 1
JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
MMMNTDFSPSQXJP-UHFFFAOYSA-N orphenadrine citrate Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=C(C)C=1C(OCCN(C)C)C1=CC=CC=C1 MMMNTDFSPSQXJP-UHFFFAOYSA-N 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
230000000737 periodic effect Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
150000004291 polyenes Chemical class 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
YWWOEPOBDHZQEJ-UHFFFAOYSA-N s-(4-cyclohexyl-1,3-benzothiazol-2-yl)thiohydroxylamine Chemical compound C1=CC=C2SC(SN)=NC2=C1C1CCCCC1 YWWOEPOBDHZQEJ-UHFFFAOYSA-N 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229910001388 sodium aluminate Inorganic materials 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
238000003860 storage Methods 0.000 description 1
UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
239000012815 thermoplastic material Substances 0.000 description 1
IYQYZZHQSZMZIG-UHFFFAOYSA-N tricyclo[5.2.1.0(2.6)]deca-3,8-diene, 4.9-dimethyl Chemical compound C1C2C3C=C(C)CC3C1C=C2C IYQYZZHQSZMZIG-UHFFFAOYSA-N 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
NNPPMTNAJDCUHE-UHFFFAOYSA-N trimethylmethane Natural products CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 1
HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Compositions Of Macromolecular Compounds (AREA)
Adhesives Or Adhesive Processes (AREA)
Phenolic Resins Or Amino Resins (AREA)

JP51000732A 1975-01-28 1976-01-01 粘着剤 Expired JPS5922745B2 (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US05/544,772 US4073776A (en)	1975-01-28	1975-01-28	Tackifiers for elastomers
US05/574,625 US4073826A (en)	1975-01-28	1975-05-05	Tackifiers for elastomers

Publications (2)

Publication Number	Publication Date
JPS5193944A JPS5193944A (fr)	1976-08-18
JPS5922745B2 true JPS5922745B2 (ja)	1984-05-29

Family

ID=27067730

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP51000732A Expired JPS5922745B2 (ja)	1975-01-28	1976-01-01	粘着剤

Country Status (7)

Country	Link
JP (1)	JPS5922745B2 (fr)
BR (1)	BR7505453A (fr)
CA (1)	CA1055643A (fr)
DE (1)	DE2537718C2 (fr)
FR (1)	FR2299359A1 (fr)
GB (1)	GB1497203A (fr)
MX (1)	MX148877A (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4342843A (en) *	1979-03-01	1982-08-03	National Starch And Chemical Corp.	Neoprene latex contact adhesives
US4463110A (en) *	1981-02-24	1984-07-31	National Starch And Chemical Corporation	Neoprene latex contact adhesives
JPS60261706A (ja) *	1984-06-11	1985-12-25	Bridgestone Corp	耐久性の改良された重荷重バイアスタイヤ
US4608406A (en) *	1985-04-18	1986-08-26	Celanese Corporation	Stable aqueous epoxy resin dispersions
JP3447015B2 (ja) *	1993-04-23	2003-09-16	三井化学株式会社	エポキシ樹脂組成物
GB9314577D0 (en) *	1993-07-14	1993-08-25	Zeneca Ltd	Adhesion process
DE102006007108B4 (de) *	2006-02-16	2020-09-17	Lohmann Gmbh & Co. Kg	Reaktive Harzmischung und Verfahren zu deren Herstellung
EP3862376A1 (fr) *	2020-02-07	2021-08-11	Rain Carbon Germany GmbH	Agent poisseux pour composés élastomères
CN111484588A (zh) *	2020-06-10	2020-08-04	山东阳谷华泰化工股份有限公司	一种环氧油酸酯改性烷基苯酚-甲醛树脂橡胶增粘剂及其制备方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2723249A (en) *	1952-11-19	1955-11-08	Petrolite Corp	Phenol-aldehyde resins reacted with phenyl glycidyl ether
GB1092086A (en) *	1963-11-14	1967-11-22	Hooker Chemical Corp	Elastomeric compositions including a phenolic resin tackifier

1975
- 1975-06-03 CA CA228,372A patent/CA1055643A/fr not_active Expired
- 1975-06-25 FR FR7519873A patent/FR2299359A1/fr active Granted
- 1975-06-25 MX MX159234A patent/MX148877A/es unknown
- 1975-08-25 DE DE2537718A patent/DE2537718C2/de not_active Expired
- 1975-08-26 BR BR5453/75A patent/BR7505453A/pt unknown
1976
- 1976-01-01 JP JP51000732A patent/JPS5922745B2/ja not_active Expired
- 1976-01-16 GB GB1671/76A patent/GB1497203A/en not_active Expired

Also Published As

Publication number	Publication date
FR2299359A1 (fr)	1976-08-27
AU1037676A (en)	1977-08-11
FR2299359B1 (fr)	1981-02-27
CA1055643A (fr)	1979-05-29
DE2537718C2 (de)	1984-09-20
GB1497203A (en)	1978-01-05
JPS5193944A (fr)	1976-08-18
MX148877A (es)	1983-06-29
BR7505453A (pt)	1976-11-30
DE2537718A1 (de)	1976-07-29

Publication	Publication Date	Title
US4073776A (en)	1978-02-14	Tackifiers for elastomers
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CN102131858B (zh)	2013-06-12	橡胶配合应用的改性酚醛增粘树脂
US4699832A (en)	1987-10-13	Reinforced rubber mixtures, a process for their preparation and their use
KR100587880B1 (ko)	2006-09-28	비 휘발성 레조르시놀 수지 및 그 제조 및 사용방법
KR101092931B1 (ko)	2011-12-12	변성 레조르시놀 수지 및 그의 응용 방법
KR20170008782A (ko)	2017-01-24	변성 페놀 수지와, 상기 수지의 제조 방법 및 상기 수지를 강화 수지로서 사용하는 방법
JPS5922745B2 (ja)	1984-05-29	粘着剤
CN105705541B (zh)	2018-08-24	通过水杨酸稳定的改性烷基苯酚-醛树脂
CN106133018B (zh)	2020-07-14	原位烷基苯酚-醛树脂
US3474065A (en)	1969-10-21	Phenolic resins for elastomeric compositions
EP1150837B1 (fr)	2005-02-02	Composition et procede favorisant l'adhesion d'elastomeres thermoplastiques sur des substrats metalliques
MX2009002268A (es)	2009-03-13	Dispositivo de colocacion para una palanca para un actuador de valvula.
US3969321A (en)	1976-07-13	Manufacturing process for producing reaction products of phenol-formaldehyde resins with liquid chain-growth polymers of hydrocarbon dienes
US7135539B2 (en)	2006-11-14	Novolac resins, process for preparing them and uses thereof
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US3478127A (en)	1969-11-11	Adhesive comprising polychloroprene,alkylated p-phenol having 2 to 6 carbon atoms and p-cresol condensed with formaldehyde
US3255274A (en)	1966-06-07	Rubber tackifiers comprising the reaction product of (1) a polymethylene polyphenol, (2) a phenol non-reactive at its para position and (3) an aldehyde
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JP4846886B2 (ja)	2011-12-28	難燃性エポキシ樹脂組成物
JPH11166107A (ja)	1999-06-22	エポキシ樹脂組成物
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HK1167267B (en)	2014-02-14	Modified hydrocarbylphenol-aldehyde resins for use as tackifiers and rubber compositions containing them