GB2155488A - Adhesive compositions comprising halodiene polymers - Google Patents
Adhesive compositions comprising halodiene polymers Download PDFInfo
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- GB2155488A GB2155488A GB08505454A GB8505454A GB2155488A GB 2155488 A GB2155488 A GB 2155488A GB 08505454 A GB08505454 A GB 08505454A GB 8505454 A GB8505454 A GB 8505454A GB 2155488 A GB2155488 A GB 2155488A
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- 239000000853 adhesive Substances 0.000 title claims abstract description 91
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 91
- 239000000203 mixture Substances 0.000 title claims abstract description 84
- 229920000642 polymer Polymers 0.000 title claims description 11
- -1 aromatic nitroso compound Chemical class 0.000 claims abstract description 31
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 22
- 229920001194 natural rubber Polymers 0.000 claims abstract description 22
- 150000003839 salts Chemical class 0.000 claims abstract description 22
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 claims abstract description 14
- 150000001991 dicarboxylic acids Chemical class 0.000 claims abstract description 4
- 239000003085 diluting agent Substances 0.000 claims abstract description 4
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims abstract description 3
- 244000043261 Hevea brasiliensis Species 0.000 claims description 18
- 229920002681 hypalon Polymers 0.000 claims description 12
- UMKARVFXJJITLN-UHFFFAOYSA-N lead;phosphorous acid Chemical compound [Pb].OP(O)O UMKARVFXJJITLN-UHFFFAOYSA-N 0.000 claims description 9
- 239000000654 additive Substances 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- LIFLRQVHKGGNSG-UHFFFAOYSA-N 2,3-dichlorobuta-1,3-diene Chemical class ClC(=C)C(Cl)=C LIFLRQVHKGGNSG-UHFFFAOYSA-N 0.000 claims description 4
- 150000008065 acid anhydrides Chemical class 0.000 claims description 3
- 229920001519 homopolymer Polymers 0.000 claims description 3
- 239000004922 lacquer Substances 0.000 claims description 3
- JJWLMSCSLRJSAN-TYYBGVCCSA-L (e)-but-2-enedioate;lead(2+) Chemical compound [Pb+2].[O-]C(=O)\C=C\C([O-])=O JJWLMSCSLRJSAN-TYYBGVCCSA-L 0.000 claims description 2
- 239000004135 Bone phosphate Substances 0.000 claims description 2
- 239000003701 inert diluent Substances 0.000 claims description 2
- YJOMWQQKPKLUBO-UHFFFAOYSA-L lead(2+);phthalate Chemical compound [Pb+2].[O-]C(=O)C1=CC=CC=C1C([O-])=O YJOMWQQKPKLUBO-UHFFFAOYSA-L 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- KMYUUNBBYWAVME-UHFFFAOYSA-N [ClH]1[ClH]CC=C1 Chemical compound [ClH]1[ClH]CC=C1 KMYUUNBBYWAVME-UHFFFAOYSA-N 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 239000000758 substrate Substances 0.000 abstract description 34
- 229920001971 elastomer Polymers 0.000 abstract description 31
- 239000000463 material Substances 0.000 abstract description 24
- 239000000806 elastomer Substances 0.000 abstract description 16
- 229920003051 synthetic elastomer Polymers 0.000 abstract description 5
- 239000002904 solvent Substances 0.000 abstract description 4
- 239000002313 adhesive film Substances 0.000 abstract description 3
- 239000002390 adhesive tape Substances 0.000 abstract description 3
- 239000005060 rubber Substances 0.000 description 15
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- 230000007613 environmental effect Effects 0.000 description 10
- 229910001868 water Inorganic materials 0.000 description 10
- 150000002367 halogens Chemical class 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- 229910052736 halogen Inorganic materials 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 229910000831 Steel Inorganic materials 0.000 description 7
- 230000000712 assembly Effects 0.000 description 7
- 238000000429 assembly Methods 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 239000010959 steel Substances 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 239000003822 epoxy resin Substances 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
- 229920000647 polyepoxide Polymers 0.000 description 5
- MKZXROSCOHNKDX-UHFFFAOYSA-N 1,4-dinitrosobenzene Chemical compound O=NC1=CC=C(N=O)C=C1 MKZXROSCOHNKDX-UHFFFAOYSA-N 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 101000713585 Homo sapiens Tubulin beta-4A chain Proteins 0.000 description 4
- 102100036788 Tubulin beta-4A chain Human genes 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- XYLFFOSVQCBSDT-UHFFFAOYSA-N 1,2-dinitrosobenzene Chemical compound O=NC1=CC=CC=C1N=O XYLFFOSVQCBSDT-UHFFFAOYSA-N 0.000 description 3
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 150000004006 C-nitroso compounds Chemical class 0.000 description 3
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
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- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- 150000003923 2,5-pyrrolediones Chemical class 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 150000001555 benzenes Chemical class 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000010960 cold rolled steel Substances 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 229910052740 iodine Chemical group 0.000 description 2
- 239000011630 iodine Chemical group 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 150000002832 nitroso derivatives Chemical class 0.000 description 2
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920001084 poly(chloroprene) Polymers 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000005061 synthetic rubber Substances 0.000 description 2
- NVRIRNWIKTYFBY-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4,5,5,6,7,7,7-pentadecachloroheptane Chemical compound ClC(C(Cl)(Cl)Cl)C(C(C(C(C(Cl)(Cl)Cl)(Cl)Cl)(Cl)Cl)(Cl)Cl)(Cl)Cl NVRIRNWIKTYFBY-UHFFFAOYSA-N 0.000 description 1
- MCXCKDQPCJXEGU-UHFFFAOYSA-N 1,2-dinitrosonaphthalene Chemical class C1=CC=CC2=C(N=O)C(N=O)=CC=C21 MCXCKDQPCJXEGU-UHFFFAOYSA-N 0.000 description 1
- JLNGXFCCWYKFIX-UHFFFAOYSA-N 1,3-dinitrosobenzene Chemical compound O=NC1=CC=CC(N=O)=C1 JLNGXFCCWYKFIX-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 description 1
- SFVBJXUGDUJKMW-UHFFFAOYSA-N 1-chloro-3,5-dinitrosobenzene Chemical compound ClC1=CC(N=O)=CC(N=O)=C1 SFVBJXUGDUJKMW-UHFFFAOYSA-N 0.000 description 1
- KLBBYQMSTWAIRZ-UHFFFAOYSA-N 1-chloro-4-methyl-2,5-dinitrosobenzene Chemical compound CC1=CC(N=O)=C(Cl)C=C1N=O KLBBYQMSTWAIRZ-UHFFFAOYSA-N 0.000 description 1
- SLBOQBILGNEPEB-UHFFFAOYSA-N 1-chloroprop-2-enylbenzene Chemical compound C=CC(Cl)C1=CC=CC=C1 SLBOQBILGNEPEB-UHFFFAOYSA-N 0.000 description 1
- GDMJVGYWKHXTOI-UHFFFAOYSA-N 1-methyl-2,5-dinitroso-4-propan-2-ylbenzene Chemical compound CC(C)C1=CC(N=O)=C(C)C=C1N=O GDMJVGYWKHXTOI-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OIVIZCRDBFNMIZ-UHFFFAOYSA-N 2-benzyl-1,4-dinitrosobenzene Chemical compound O=NC1=CC=C(N=O)C(CC=2C=CC=CC=2)=C1 OIVIZCRDBFNMIZ-UHFFFAOYSA-N 0.000 description 1
- YGMPRRUFNNIEBY-UHFFFAOYSA-N 2-cyclohexyl-1,4-dinitrosobenzene Chemical compound O=NC1=CC=C(N=O)C(C2CCCCC2)=C1 YGMPRRUFNNIEBY-UHFFFAOYSA-N 0.000 description 1
- XMQHFKGYFIMGMV-UHFFFAOYSA-N 2-methyl-1,4-dinitrosobenzene Chemical compound CC1=CC(N=O)=CC=C1N=O XMQHFKGYFIMGMV-UHFFFAOYSA-N 0.000 description 1
- 239000010963 304 stainless steel Substances 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910001335 Galvanized steel Inorganic materials 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229910000589 SAE 304 stainless steel Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002947 alkylene 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
- 150000001454 anthracenes Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 150000004074 biphenyls Chemical class 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000013536 elastomeric material Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000008397 galvanized steel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 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 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920003192 poly(bis maleimide) Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- 229920006395 saturated elastomer Chemical class 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J119/00—Adhesives based on rubbers, not provided for in groups C09J107/00 - C09J117/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US58703384A | 1984-03-07 | 1984-03-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB8505454D0 GB8505454D0 (en) | 1985-04-03 |
| GB2155488A true GB2155488A (en) | 1985-09-25 |
Family
ID=24348059
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08505454A Withdrawn GB2155488A (en) | 1984-03-07 | 1985-03-04 | Adhesive compositions comprising halodiene polymers |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS61274A (enrdf_load_stackoverflow) |
| AU (1) | AU3923785A (enrdf_load_stackoverflow) |
| DE (1) | DE3508176A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2560886A1 (enrdf_load_stackoverflow) |
| GB (1) | GB2155488A (enrdf_load_stackoverflow) |
| IN (1) | IN162673B (enrdf_load_stackoverflow) |
| IT (1) | IT1208506B (enrdf_load_stackoverflow) |
| SE (1) | SE8501076L (enrdf_load_stackoverflow) |
| ZA (1) | ZA851499B (enrdf_load_stackoverflow) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0321166A1 (en) * | 1987-12-18 | 1989-06-21 | Lord Corporation | Adhesive composition,methods for the production and use thereof. |
| EP0337224A1 (de) * | 1988-04-08 | 1989-10-18 | Henkel Kommanditgesellschaft auf Aktien | Gummimetallbindemittel |
| EP0295736A3 (de) * | 1987-06-17 | 1991-10-09 | Metallgesellschaft Ag | Haftmittel |
| US5281638A (en) * | 1991-12-10 | 1994-01-25 | Lord Corporation | Aqueous adhesives based on chlorosulfonated polyethylene |
| US5306740A (en) * | 1992-04-22 | 1994-04-26 | Bayer Aktiengesellschaft | Process for the production of brominated chlorine-substituted poly-1,3-butadiene |
| US6132870A (en) * | 1998-03-27 | 2000-10-17 | Lord Corporation | Reinforced composite and adhesive |
| WO2003033613A1 (en) * | 2001-10-17 | 2003-04-24 | Lord Corporation | Environmentally friendly adhesives for bonding vulcanized rubber |
| US6841600B2 (en) | 2001-10-17 | 2005-01-11 | Lord Corporation | Environmentally friendly adhesives for bonding vulcanized rubber |
| EP1139015B1 (en) * | 2000-03-31 | 2008-10-01 | Mitsubishi Denki Kabushiki Kaisha | Front light device, reflective liquid crystal display device and personal digital assistant |
| EP2189507A1 (en) * | 2006-11-15 | 2010-05-26 | Rohm and Haas | Waterborne adhesives for elastomers |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2435262B (en) * | 2006-02-16 | 2011-08-31 | Ngf Europ Ltd | Method, composition and articles |
| US20110240906A1 (en) * | 2008-12-18 | 2011-10-06 | Kram Shari L | Stabilizers for polymers containing aliphatically-bound bromine |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119587A (en) * | 1977-02-25 | 1978-10-10 | Lord Corporation | Adhesive compositions comprising (a) halogenated polyolefin (b) aromatic nitroso compound and (c) lead salts |
| EP0051798A1 (de) * | 1980-11-06 | 1982-05-19 | Henkel Kommanditgesellschaft auf Aktien | Unter Vulkanisationsbedingungen wirksame Bindemittel für Synthese- und Naturkautschuk |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3258388A (en) * | 1962-08-31 | 1966-06-28 | Lord Corp | Adhesive composition for bonding rubber to metal |
| US3640941A (en) * | 1970-05-08 | 1972-02-08 | Whittaker Corp | Adhesive composition |
| GB1402418A (en) * | 1971-10-19 | 1975-08-06 | Anchor Chem Co Ltd | Rubber to metal bonding agents |
| SU899615A1 (ru) * | 1980-06-27 | 1982-01-23 | Всесоюзный Научно-Исследовательский И Проектный Институт Полимерных Продуктов | Клеева композици |
| ZA814092B (en) * | 1980-06-27 | 1982-06-30 | Lord Corp | Aqueous organic compositions |
-
1985
- 1985-02-27 IN IN163/DEL/85A patent/IN162673B/en unknown
- 1985-02-27 ZA ZA851499A patent/ZA851499B/xx unknown
- 1985-02-28 AU AU39237/85A patent/AU3923785A/en not_active Abandoned
- 1985-03-04 GB GB08505454A patent/GB2155488A/en not_active Withdrawn
- 1985-03-06 SE SE8501076A patent/SE8501076L/xx not_active Application Discontinuation
- 1985-03-06 FR FR8503295A patent/FR2560886A1/fr active Pending
- 1985-03-07 IT IT8519803A patent/IT1208506B/it active
- 1985-03-07 DE DE19853508176 patent/DE3508176A1/de not_active Ceased
- 1985-03-07 JP JP60045718A patent/JPS61274A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119587A (en) * | 1977-02-25 | 1978-10-10 | Lord Corporation | Adhesive compositions comprising (a) halogenated polyolefin (b) aromatic nitroso compound and (c) lead salts |
| EP0051798A1 (de) * | 1980-11-06 | 1982-05-19 | Henkel Kommanditgesellschaft auf Aktien | Unter Vulkanisationsbedingungen wirksame Bindemittel für Synthese- und Naturkautschuk |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0295736A3 (de) * | 1987-06-17 | 1991-10-09 | Metallgesellschaft Ag | Haftmittel |
| EP0321166A1 (en) * | 1987-12-18 | 1989-06-21 | Lord Corporation | Adhesive composition,methods for the production and use thereof. |
| AU617726B2 (en) * | 1987-12-18 | 1991-12-05 | Lord Corporation | Adhesive composition, methods for the production and use thereof, and articles produced thereby |
| EP0337224A1 (de) * | 1988-04-08 | 1989-10-18 | Henkel Kommanditgesellschaft auf Aktien | Gummimetallbindemittel |
| US5028654A (en) * | 1988-04-08 | 1991-07-02 | Henkel Kommanditgesellschaft Auf Aktien | Composition and process for bonding rubber to metal |
| US5281638A (en) * | 1991-12-10 | 1994-01-25 | Lord Corporation | Aqueous adhesives based on chlorosulfonated polyethylene |
| US5306740A (en) * | 1992-04-22 | 1994-04-26 | Bayer Aktiengesellschaft | Process for the production of brominated chlorine-substituted poly-1,3-butadiene |
| US6132870A (en) * | 1998-03-27 | 2000-10-17 | Lord Corporation | Reinforced composite and adhesive |
| EP1139015B1 (en) * | 2000-03-31 | 2008-10-01 | Mitsubishi Denki Kabushiki Kaisha | Front light device, reflective liquid crystal display device and personal digital assistant |
| WO2003033613A1 (en) * | 2001-10-17 | 2003-04-24 | Lord Corporation | Environmentally friendly adhesives for bonding vulcanized rubber |
| US6841600B2 (en) | 2001-10-17 | 2005-01-11 | Lord Corporation | Environmentally friendly adhesives for bonding vulcanized rubber |
| EP2189507A1 (en) * | 2006-11-15 | 2010-05-26 | Rohm and Haas | Waterborne adhesives for elastomers |
| US9328270B2 (en) | 2006-11-15 | 2016-05-03 | Rohm And Haas Company | Waterborne adhesives for elastomers |
| US9441143B2 (en) | 2006-11-15 | 2016-09-13 | Rohm And Haas Company | Waterborne adhesives for elastomers |
Also Published As
| Publication number | Publication date |
|---|---|
| IN162673B (enrdf_load_stackoverflow) | 1988-06-25 |
| FR2560886A1 (fr) | 1985-09-13 |
| IT1208506B (it) | 1989-07-10 |
| IT8519803A0 (it) | 1985-03-07 |
| AU3923785A (en) | 1985-09-12 |
| GB8505454D0 (en) | 1985-04-03 |
| DE3508176A1 (de) | 1985-09-12 |
| SE8501076D0 (sv) | 1985-03-06 |
| ZA851499B (en) | 1985-10-30 |
| JPS61274A (ja) | 1986-01-06 |
| SE8501076L (sv) | 1985-09-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |