CA1339778C - Substance contenant un polymere produit par irradiation - Google Patents

Substance contenant un polymere produit par irradiation

Info

Publication number: CA1339778C
Authority: CA; Canada
Prior art keywords: composition; polymer; block; weight; branched
Prior art date: 1988-02-17
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 - Fee Related

Application number

CA 591077

Other languages

English (en)

Inventor

Andres Martinez Arismendi Jr.

James Robert Erickson

Earle Edgar Ewins, Jr.

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.)

Shell Canada Ltd

Original Assignee

Shell Canada Ltd

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.)

1988-02-17

Filing date

1989-02-15

Publication date

1998-03-24

1989-02-15 Application filed by Shell Canada Ltd filed Critical Shell Canada Ltd

1998-03-24 Application granted granted Critical

1998-03-24 Publication of CA1339778C publication Critical patent/CA1339778C/fr

2015-03-24 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

229920000642 polymer Polymers 0.000 title claims abstract description 269
239000000203 mixture Substances 0.000 title claims abstract description 158
230000005855 radiation Effects 0.000 title claims abstract description 27
239000002904 solvent Substances 0.000 claims abstract description 28
239000007822 coupling agent Substances 0.000 claims abstract description 27
230000005865 ionizing radiation Effects 0.000 claims abstract description 8
-1 alkenyl arene Chemical class 0.000 claims description 68
150000001993 dienes Chemical class 0.000 claims description 44
229920001400 block copolymer Polymers 0.000 claims description 43
238000010894 electron beam technology Methods 0.000 claims description 27
229920001195 polyisoprene Polymers 0.000 claims description 20
239000004793 Polystyrene Substances 0.000 claims description 15
229920002223 polystyrene Polymers 0.000 claims description 15
125000000524 functional group Chemical group 0.000 claims description 5
241000566260 Trypeta flaveola Species 0.000 claims 2
230000001070 adhesive effect Effects 0.000 abstract description 34
239000000853 adhesive Substances 0.000 abstract description 32
238000004132 cross linking Methods 0.000 abstract description 22
229920005989 resin Polymers 0.000 description 58
239000011347 resin Substances 0.000 description 58
239000000178 monomer Substances 0.000 description 30
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 27
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 20
229920001577 copolymer Polymers 0.000 description 20
238000006116 polymerization reaction Methods 0.000 description 20
238000012360 testing method Methods 0.000 description 20
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 19
229920002554 vinyl polymer Polymers 0.000 description 17
239000003921 oil Substances 0.000 description 16
238000009472 formulation Methods 0.000 description 15
238000000034 method Methods 0.000 description 15
239000000126 substance Substances 0.000 description 15
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 13
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
125000004432 carbon atom Chemical group C* 0.000 description 12
239000007787 solid Substances 0.000 description 12
239000005062 Polybutadiene Substances 0.000 description 11
238000006243 chemical reaction Methods 0.000 description 11
230000000694 effects Effects 0.000 description 11
229920001971 elastomer Polymers 0.000 description 11
229920002857 polybutadiene Polymers 0.000 description 11
239000005060 rubber Substances 0.000 description 11
239000004820 Pressure-sensitive adhesive Substances 0.000 description 10
239000007788 liquid Substances 0.000 description 10
239000000463 material Substances 0.000 description 10
241001120493 Arene Species 0.000 description 9
125000003118 aryl group Chemical group 0.000 description 9
239000000758 substrate Substances 0.000 description 9
239000013032 Hydrocarbon resin Substances 0.000 description 8
239000003963 antioxidant agent Substances 0.000 description 8
229920006270 hydrocarbon resin Polymers 0.000 description 8
230000001965 increasing effect Effects 0.000 description 8
239000012071 phase Substances 0.000 description 8
230000008569 process Effects 0.000 description 8
239000003795 chemical substances by application Substances 0.000 description 7
230000007423 decrease Effects 0.000 description 7
239000012943 hotmelt Substances 0.000 description 7
239000003999 initiator Substances 0.000 description 7
239000003381 stabilizer Substances 0.000 description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 6
150000004945 aromatic hydrocarbons Chemical class 0.000 description 6
230000015572 biosynthetic process Effects 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
238000011161 development Methods 0.000 description 6
229920001519 homopolymer Polymers 0.000 description 6
239000004014 plasticizer Substances 0.000 description 6
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 5
229920002799 BoPET Polymers 0.000 description 5
239000005041 Mylar™ Substances 0.000 description 5
229910000831 Steel Inorganic materials 0.000 description 5
239000012298 atmosphere Substances 0.000 description 5
238000000576 coating method Methods 0.000 description 5
230000003247 decreasing effect Effects 0.000 description 5
239000003208 petroleum Substances 0.000 description 5
239000012169 petroleum derived wax Substances 0.000 description 5
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 5
230000009467 reduction Effects 0.000 description 5
239000000243 solution Substances 0.000 description 5
239000010959 steel Substances 0.000 description 5
229920002725 thermoplastic elastomer Polymers 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
229920002633 Kraton (polymer) Polymers 0.000 description 4
101100459301 Mus musculus Myl4 gene Proteins 0.000 description 4
150000001721 carbon Chemical group 0.000 description 4
229910052799 carbon Inorganic materials 0.000 description 4
239000011203 carbon fibre reinforced carbon Substances 0.000 description 4
238000005859 coupling reaction Methods 0.000 description 4
238000001723 curing Methods 0.000 description 4
238000001704 evaporation Methods 0.000 description 4
230000008020 evaporation Effects 0.000 description 4
239000004615 ingredient Substances 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
238000012545 processing Methods 0.000 description 4
230000002829 reductive effect Effects 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 3
239000007983 Tris buffer Substances 0.000 description 3
150000001252 acrylic acid derivatives Chemical class 0.000 description 3
239000002390 adhesive tape Substances 0.000 description 3
230000003078 antioxidant effect Effects 0.000 description 3
230000009286 beneficial effect Effects 0.000 description 3
230000008901 benefit Effects 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
239000003112 inhibitor Substances 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
238000002156 mixing Methods 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
230000003647 oxidation Effects 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
230000000379 polymerizing effect Effects 0.000 description 3
229920005604 random copolymer Polymers 0.000 description 3
PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 2
SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
LAIUFBWHERIJIH-UHFFFAOYSA-N 3-Methylheptane Chemical compound CCCCC(C)CC LAIUFBWHERIJIH-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
101100216185 Oryza sativa subsp. japonica AP25 gene Proteins 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
229920006271 aliphatic hydrocarbon resin Polymers 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
125000002877 alkyl aryl group Chemical group 0.000 description 2
125000000746 allylic group Chemical group 0.000 description 2
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
239000010775 animal oil Substances 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
150000001491 aromatic compounds Chemical class 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
235000010354 butylated hydroxytoluene Nutrition 0.000 description 2
238000005266 casting Methods 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
239000003431 cross linking reagent Substances 0.000 description 2
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
239000000945 filler Substances 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
239000003701 inert diluent Substances 0.000 description 2
230000002452 interceptive effect Effects 0.000 description 2
239000002085 irritant Substances 0.000 description 2
231100000021 irritant Toxicity 0.000 description 2
UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
229920006030 multiblock copolymer Polymers 0.000 description 2
229920001194 natural rubber Polymers 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000002245 particle Substances 0.000 description 2
239000002530 phenolic antioxidant Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
239000000049 pigment Substances 0.000 description 2
PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 2
229920006216 polyvinyl aromatic Polymers 0.000 description 2
238000003847 radiation curing Methods 0.000 description 2
230000004043 responsiveness Effects 0.000 description 2
150000003440 styrenes Chemical class 0.000 description 2
231100000331 toxic Toxicity 0.000 description 2
230000002588 toxic effect Effects 0.000 description 2
239000008158 vegetable oil Substances 0.000 description 2
235000013311 vegetables Nutrition 0.000 description 2
239000001993 wax Substances 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
NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
UVHXEHGUEKARKZ-UHFFFAOYSA-N 1-ethenylanthracene Chemical compound C1=CC=C2C=C3C(C=C)=CC=CC3=CC2=C1 UVHXEHGUEKARKZ-UHFFFAOYSA-N 0.000 description 1
QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 1
IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
150000003923 2,5-pyrrolediones Chemical class 0.000 description 1
MDWVSAYEQPLWMX-UHFFFAOYSA-N 4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 MDWVSAYEQPLWMX-UHFFFAOYSA-N 0.000 description 1
JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
UGWOAPBVIGCNOV-UHFFFAOYSA-N 5-ethenyldec-5-ene Chemical compound CCCCC=C(C=C)CCCC UGWOAPBVIGCNOV-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
239000005046 Chlorosilane Substances 0.000 description 1
GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 1
239000003508 Dilauryl thiodipropionate Substances 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
239000005065 High vinyl polybutadiene Substances 0.000 description 1
239000004831 Hot glue Substances 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
101150098207 NAAA gene Proteins 0.000 description 1
239000004235 Orange GGN Substances 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
230000009471 action Effects 0.000 description 1
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
229910000410 antimony oxide Inorganic materials 0.000 description 1
238000013459 approach Methods 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
150000001555 benzenes Chemical class 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
238000009835 boiling Methods 0.000 description 1
MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-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
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
230000015271 coagulation Effects 0.000 description 1
238000005345 coagulation Methods 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000013329 compounding Methods 0.000 description 1
239000013256 coordination polymer Substances 0.000 description 1
238000012937 correction Methods 0.000 description 1
230000000994 depressogenic effect Effects 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
150000005195 diethylbenzenes Chemical class 0.000 description 1
235000019304 dilauryl thiodipropionate Nutrition 0.000 description 1
239000012990 dithiocarbamate Substances 0.000 description 1
150000004659 dithiocarbamates Chemical class 0.000 description 1
238000001227 electron beam curing Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000002708 enhancing effect Effects 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
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150000004665 fatty acids Chemical class 0.000 description 1
238000010528 free radical solution polymerization reaction Methods 0.000 description 1
238000005227 gel permeation chromatography Methods 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
125000005908 glyceryl ester group Chemical group 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
230000010354 integration Effects 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
230000001678 irradiating effect Effects 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
239000000155 melt Substances 0.000 description 1
238000010128 melt processing Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
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229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
239000004200 microcrystalline wax Substances 0.000 description 1
235000019808 microcrystalline wax Nutrition 0.000 description 1
VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical compound C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 1
150000004947 monocyclic arenes Chemical class 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
239000001272 nitrous oxide Substances 0.000 description 1
ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
238000010525 oxidative degradation reaction Methods 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
235000019809 paraffin wax Nutrition 0.000 description 1
235000019271 petrolatum Nutrition 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
125000005498 phthalate group Chemical class 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000002985 plastic film Substances 0.000 description 1
229920006255 plastic film Polymers 0.000 description 1
229920001627 poly(4-methyl styrene) Polymers 0.000 description 1
229920000779 poly(divinylbenzene) Polymers 0.000 description 1
229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
229920001083 polybutene Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920005990 polystyrene resin Polymers 0.000 description 1
150000003097 polyterpenes Chemical class 0.000 description 1
239000010734 process oil Substances 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical class CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
230000000979 retarding effect Effects 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
238000001374 small-angle light scattering Methods 0.000 description 1
238000000935 solvent evaporation Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
230000008961 swelling Effects 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
229920006029 tetra-polymer Polymers 0.000 description 1
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
XDLNRRRJZOJTRW-UHFFFAOYSA-N thiohypochlorous acid Chemical compound ClS XDLNRRRJZOJTRW-UHFFFAOYSA-N 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 description 1
239000004636 vulcanized rubber Substances 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1

Landscapes

Graft Or Block Polymers (AREA)

CA 591077 1988-02-17 1989-02-15 Substance contenant un polymere produit par irradiation Expired - Fee Related CA1339778C (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date
US15735488A	1988-02-17	1988-02-17
US15734788A	1988-02-17	1988-02-17
US157,347		1988-02-17

Publications (1)

Publication Number	Publication Date
CA1339778C true CA1339778C (fr)	1998-03-24

Family

ID=26854037

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 591077 Expired - Fee Related CA1339778C (fr)	1988-02-17	1989-02-15	Substance contenant un polymere produit par irradiation

Country Status (1)

Country	Link
CA (1)	CA1339778C (fr)

1989
- 1989-02-15 CA CA 591077 patent/CA1339778C/fr not_active Expired - Fee Related

Legal Events

Date	Code	Title	Description
2006-03-24	MKLA	Lapsed

Publication	Publication Date	Title
US5104921A (en)	1992-04-14	Radiation cured polymer composition
JP4057048B2 (ja)	2008-03-05	放射線硬化に対して高感受性のビニル芳香族ブロック共重合体及び該共重合体を含む組成物
EP0879863B1 (fr)	2005-10-12	Composition d'adhésif sensible à la pression et ruban adhésive utilisant ladite composition
CA2176592C (fr)	2005-01-18	Copolymeres blocs radiaux styrene-isoprene-butadiene multilbras, et compositions et articles contenant ces copolymeres blocs
JP4130983B2 (ja)	2008-08-13	芳香族ビニル−イソプレンブロック共重合体混合物、その製法、およびそれを含む粘接着剤組成物
JP3247383B2 (ja)	2002-01-15	分子量の異なるエンドブロックを有するブロックコポリマー
CA1126688A (fr)	1982-06-29	Colle photo-curable
US5242984A (en)	1993-09-07	Sequentially polymerized styrene-isoprene-styrene block copolymer adhesive composition
KR100346241B1 (ko)	2003-10-04	접착제용수소첨가된다중블록중합체
JPH1046128A (ja)	1998-02-17	スチレン系ブロックコポリマーを基材とするホットメルト接着剤、使い捨て非耐久消費財のための該接着剤の使用、及び該接着剤中に含まれる粘着付与樹脂
GB2310859A (en)	1997-09-10	Adhesive compositions comprising block copolymers
JP3534895B2 (ja)	2004-06-07	ラベル用ホットメルト接着剤組成物
JP2000511224A (ja)	2000-08-29	使い捨て物品用のホットメルト接着剤及び該接着剤を使った製品
US5932648A (en)	1999-08-03	Low VOC, high solids fumigation adhesive composition
US5135816A (en)	1992-08-04	Radiation-reactive phenylbutadiene multiblock copolymers
US5066728A (en)	1991-11-19	Radiation-reactive phenylbutadiene multiblock copolymers
WO2004056935A1 (fr)	2004-07-08	Composition adhesive pour ruban d'emballage et ruban d'emballage la comprenant
EP0322055B1 (fr)	1994-07-06	Composition d'enduit
CA1337218C (fr)	1995-10-03	Composition de polymeres stable durcissable aux rayonnements
Benedek et al.	2006	Design and formulation basis
JPS6343983A (ja)	1988-02-25	ブロツクゴム系接着剤組成物