FR3031746A1 - Composition de caoutchouc a haute rigidite - Google Patents
Composition de caoutchouc a haute rigidite Download PDFInfo
- Publication number
- FR3031746A1 FR3031746A1 FR1550458A FR1550458A FR3031746A1 FR 3031746 A1 FR3031746 A1 FR 3031746A1 FR 1550458 A FR1550458 A FR 1550458A FR 1550458 A FR1550458 A FR 1550458A FR 3031746 A1 FR3031746 A1 FR 3031746A1
- Authority
- FR
- France
- Prior art keywords
- aromatic
- rubber composition
- composition according
- polyphenol
- unsubstituted
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 151
- 229920001971 elastomer Polymers 0.000 title claims abstract description 92
- 125000003118 aryl group Chemical group 0.000 claims abstract description 76
- -1 aromatic polyphenol Chemical class 0.000 claims abstract description 52
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 49
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 43
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229920001744 Polyaldehyde Polymers 0.000 claims abstract description 25
- IZALUMVGBVKPJD-UHFFFAOYSA-N benzene-1,3-dicarbaldehyde Chemical compound O=CC1=CC=CC(C=O)=C1 IZALUMVGBVKPJD-UHFFFAOYSA-N 0.000 claims abstract description 16
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 26
- 229920005989 resin Polymers 0.000 claims description 21
- 239000011347 resin Substances 0.000 claims description 21
- 239000000806 elastomer Substances 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 239000002131 composite material Substances 0.000 claims description 14
- 239000012763 reinforcing filler Substances 0.000 claims description 14
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 11
- 229920001577 copolymer Polymers 0.000 claims description 11
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 claims description 10
- 238000004132 cross linking Methods 0.000 claims description 10
- 229920003244 diene elastomer Polymers 0.000 claims description 10
- 229960001553 phloroglucinol Drugs 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 230000002787 reinforcement Effects 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 7
- WEMYXYMZQRSPIA-UHFFFAOYSA-N 4-(2,4-dihydroxyphenyl)sulfanylbenzene-1,3-diol Chemical compound OC1=CC(O)=CC=C1SC1=CC=C(O)C=C1O WEMYXYMZQRSPIA-UHFFFAOYSA-N 0.000 claims description 6
- 244000043261 Hevea brasiliensis Species 0.000 claims description 4
- 229920003052 natural elastomer Polymers 0.000 claims description 4
- 229920001194 natural rubber Polymers 0.000 claims description 4
- 150000002989 phenols Chemical class 0.000 claims description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Natural products CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 229920003051 synthetic elastomer Polymers 0.000 claims description 3
- 238000004898 kneading Methods 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 2
- NUVPOGJWVOQNLM-UHFFFAOYSA-N benzene-1,3-dicarbaldehyde;terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1.O=CC1=CC=CC(C=O)=C1 NUVPOGJWVOQNLM-UHFFFAOYSA-N 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 39
- 230000003014 reinforcing effect Effects 0.000 description 27
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 24
- 238000004073 vulcanization Methods 0.000 description 23
- 239000006229 carbon black Substances 0.000 description 15
- 235000019241 carbon black Nutrition 0.000 description 15
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 15
- 150000001299 aldehydes Chemical class 0.000 description 14
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 12
- 239000000835 fiber Substances 0.000 description 12
- 229910052717 sulfur Inorganic materials 0.000 description 12
- 239000011593 sulfur Substances 0.000 description 12
- 239000011256 inorganic filler Substances 0.000 description 10
- 239000000377 silicon dioxide Substances 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 9
- 229910003475 inorganic filler Inorganic materials 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000000370 acceptor Substances 0.000 description 7
- 239000004753 textile Substances 0.000 description 7
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 239000011324 bead Substances 0.000 description 6
- 238000012512 characterization method Methods 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 229920001169 thermoplastic Polymers 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000004312 hexamethylene tetramine Substances 0.000 description 4
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 4
- 229960004011 methenamine Drugs 0.000 description 4
- 239000011265 semifinished product Substances 0.000 description 4
- 239000004416 thermosoftening plastic Substances 0.000 description 4
- 239000012936 vulcanization activator Substances 0.000 description 4
- CYEKUDPFXBLGHH-UHFFFAOYSA-N 3-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1 CYEKUDPFXBLGHH-UHFFFAOYSA-N 0.000 description 3
- 101000801643 Homo sapiens Retinal-specific phospholipid-transporting ATPase ABCA4 Proteins 0.000 description 3
- 102100033617 Retinal-specific phospholipid-transporting ATPase ABCA4 Human genes 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- 239000007769 metal material Substances 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 239000012766 organic filler Substances 0.000 description 3
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 3
- 229920001568 phenolic resin Polymers 0.000 description 3
- 239000005011 phenolic resin Substances 0.000 description 3
- 150000008442 polyphenolic compounds Chemical class 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 230000035882 stress Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
- 239000004953 Aliphatic polyamide Substances 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 229920003231 aliphatic polyamide Polymers 0.000 description 2
- 239000004760 aramid Substances 0.000 description 2
- 229920003235 aromatic polyamide Polymers 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 238000010304 firing Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 229920003049 isoprene rubber Polymers 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000012764 mineral filler Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- IUJLOAKJZQBENM-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)-2-methylpropan-2-amine Chemical compound C1=CC=C2SC(SNC(C)(C)C)=NC2=C1 IUJLOAKJZQBENM-UHFFFAOYSA-N 0.000 description 2
- ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 description 2
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 2
- 239000011112 polyethylene naphthalate Substances 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 2
- 238000009864 tensile test Methods 0.000 description 2
- 230000000930 thermomechanical effect Effects 0.000 description 2
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- 244000004005 Nypa fruticans Species 0.000 description 1
- 235000005305 Nypa fruticans Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000004308 accommodation Effects 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 230000002929 anti-fatigue Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 150000003934 aromatic aldehydes Chemical class 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- PCERBVBQNKZCFS-UHFFFAOYSA-N dibenzylcarbamodithioic acid Chemical compound C=1C=CC=CC=1CN(C(=S)S)CC1=CC=CC=C1 PCERBVBQNKZCFS-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000001891 gel spinning Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 229940083094 guanine derivative acting on arteriolar smooth muscle Drugs 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 239000011325 microbead Substances 0.000 description 1
- VILGDADBAQFRJE-UHFFFAOYSA-N n,n-bis(1,3-benzothiazol-2-ylsulfanyl)-2-methylpropan-2-amine Chemical compound C1=CC=C2SC(SN(SC=3SC4=CC=CC=C4N=3)C(C)(C)C)=NC2=C1 VILGDADBAQFRJE-UHFFFAOYSA-N 0.000 description 1
- CMAUJSNXENPPOF-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)-n-cyclohexylcyclohexanamine Chemical compound C1CCCCC1N(C1CCCCC1)SC1=NC2=CC=CC=C2S1 CMAUJSNXENPPOF-UHFFFAOYSA-N 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
- HNWAHFPYJHAAJE-UHFFFAOYSA-N n-tert-butyl-1,3-benzothiazole-2-sulfonamide Chemical compound C1=CC=C2SC(S(=O)(=O)NC(C)(C)C)=NC2=C1 HNWAHFPYJHAAJE-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000002444 phloroglucinyl group Chemical group [H]OC1=C([H])C(O[H])=C(*)C(O[H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920006216 polyvinyl aromatic Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000006235 reinforcing carbon black Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 101150035983 str1 gene Proteins 0.000 description 1
- 238000005987 sulfurization reaction Methods 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- MBBWTVUFIXOUBE-UHFFFAOYSA-L zinc;dicarbamodithioate Chemical compound [Zn+2].NC([S-])=S.NC([S-])=S MBBWTVUFIXOUBE-UHFFFAOYSA-L 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
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L7/00—Compositions of natural rubber
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/20—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with polyhydric phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/20—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with polyhydric phenols
- C08G8/22—Resorcinol
-
- 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
- C08K3/02—Elements
- C08K3/04—Carbon
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/07—Aldehydes; Ketones
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
-
- 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
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- C08L61/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols with polyhydric phenols
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Tires In General (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1550458A FR3031746A1 (fr) | 2015-01-21 | 2015-01-21 | Composition de caoutchouc a haute rigidite |
| PCT/EP2016/051054 WO2016116471A1 (fr) | 2015-01-21 | 2016-01-20 | Composition de caoutchouc à haute rigidité |
| JP2017536274A JP6727214B2 (ja) | 2015-01-21 | 2016-01-20 | 高剛性ゴム組成物 |
| CN201680006029.8A CN107207785A (zh) | 2015-01-21 | 2016-01-20 | 高刚性的橡胶组合物 |
| US15/545,206 US10544292B2 (en) | 2015-01-21 | 2016-01-20 | High-rigidity rubber composition |
| EP16701122.0A EP3247573B1 (fr) | 2015-01-21 | 2016-01-20 | Composition de caoutchouc à haute rigidité |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1550458A FR3031746A1 (fr) | 2015-01-21 | 2015-01-21 | Composition de caoutchouc a haute rigidite |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR3031746A1 true FR3031746A1 (fr) | 2016-07-22 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR1550458A Pending FR3031746A1 (fr) | 2015-01-21 | 2015-01-21 | Composition de caoutchouc a haute rigidite |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10544292B2 (enExample) |
| EP (1) | EP3247573B1 (enExample) |
| JP (1) | JP6727214B2 (enExample) |
| CN (1) | CN107207785A (enExample) |
| FR (1) | FR3031746A1 (enExample) |
| WO (1) | WO2016116471A1 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021116588A1 (fr) * | 2019-12-12 | 2021-06-17 | Compagnie Generale Des Etablissements Michelin | Composite comprenant un élément de renfort et une composition de caoutchouc |
| US12331198B2 (en) | 2019-10-10 | 2025-06-17 | Compagnie Generale Des Etablissements Michelin | Rubber compositions comprising an epoxide diene elastomer and a cross-linking system |
| FR3156792A1 (fr) * | 2023-12-19 | 2025-06-20 | Compagnie Generale Des Etablissements Michelin | Composite d’élastomère avec une pluralité d’éléments de renfort cousu selon une direction principale |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2978769B1 (fr) | 2011-08-04 | 2013-09-27 | Michelin Soc Tech | Composition adhesive aqueuse a base de polyaldehyde et de polyphenol |
| FR3031745A1 (fr) * | 2015-01-21 | 2016-07-22 | Michelin & Cie | Composition de caoutchouc a haute rigidite |
| WO2016116468A1 (fr) * | 2015-01-21 | 2016-07-28 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc à haute rigidité |
| US10711132B2 (en) | 2015-09-25 | 2020-07-14 | Compagnie Generale Des Etablissements Michelin | Use of an esterified aromatic polyphenol derivative for the production of a phenol-aldehyde resin for reinforcement of a rubber composition |
| WO2017050952A1 (fr) | 2015-09-25 | 2017-03-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc à haute rigidité à base d'un dérivé de polyphénol aromatique |
| JP6866359B2 (ja) * | 2015-09-25 | 2021-04-28 | コンパニー ゼネラール デ エタブリッスマン ミシュラン | ゴム組成物の補強用フェノール−アルデヒド樹脂の製造のためのシリル化芳香族ポリフェノール誘導体の使用 |
| JP6840150B2 (ja) * | 2015-12-14 | 2021-03-10 | コンパニー ゼネラール デ エタブリッスマン ミシュラン | 芳香族アルデヒドおよび芳香族ポリフェノールをベースとした高いレベルの流動性を有するゴム組成物 |
| FR3051473A1 (fr) | 2016-05-20 | 2017-11-24 | Michelin & Cie | Composite et courroie de transmission de puissance |
| FR3054226A1 (fr) | 2016-07-21 | 2018-01-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a haute rigidite |
| FR3054233A1 (fr) | 2016-07-21 | 2018-01-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a haute rigidite |
| FR3071839A1 (fr) | 2017-09-29 | 2019-04-05 | Compagnie Generale Des Etablissements Michelin | Composite et courroie de transmission de puissance |
| FR3071853A1 (fr) | 2017-09-29 | 2019-04-05 | Compagnie Generale Des Etablissements Michelin | Procede d'electrodeposition d'une composition adhesive comportant un sel de phosphate et une resine thermodurcissable sur un element conducteur |
| US11643579B2 (en) | 2017-09-29 | 2023-05-09 | Compagnie Generale Des Etablissements Michelin | Adhesive composition comprising a phosphate salt and a thermosetting resin |
| US11572458B2 (en) | 2017-12-21 | 2023-02-07 | Compagnie Generale Des Etablissements Michelin | Diacid-crosslinked rubber composition comprising a phenolic compound |
| CN111511577B (zh) | 2017-12-21 | 2023-02-17 | 米其林集团总公司 | 包含酚类化合物的无硫交联组合物 |
| FR3086297B1 (fr) * | 2018-09-21 | 2021-06-04 | Michelin & Cie | Composition de caoutchouc comprenant un compose polyphenolique |
| FR3100746A1 (fr) | 2019-09-18 | 2021-03-19 | Compagnie Generale Des Etablissements Michelin | Tringle comprenant des enroulements surgommés |
| CA3161924A1 (en) * | 2020-01-09 | 2021-07-15 | Tamon Itahashi | Phloroglucinolic resins, methods of making, and uses in rubber compositions |
| JP2021143437A (ja) * | 2020-03-11 | 2021-09-24 | 株式会社ブリヂストン | ゴム−有機繊維コード複合体、及びタイヤ |
| FR3121144B1 (fr) | 2021-03-29 | 2023-03-31 | Michelin & Cie | Composite comprenant un élément de renfort métallique et une composition élastomérique comprenant une résine promotrice d’adhésion |
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| WO2013017423A1 (fr) * | 2011-08-04 | 2013-02-07 | Compagnie Generale Des Etablissements Michelin | Composition adhesive aqueuse a base de polyaldehyde et 2,2',4,4'-tetrahydroxydiphenyl sulfide |
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| WO2015000836A1 (fr) * | 2013-07-04 | 2015-01-08 | Compagnie Generale Des Etablissements Michelin | Pneumatique comprenant un tissu à entrelacement |
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-
2015
- 2015-01-21 FR FR1550458A patent/FR3031746A1/fr active Pending
-
2016
- 2016-01-20 JP JP2017536274A patent/JP6727214B2/ja active Active
- 2016-01-20 EP EP16701122.0A patent/EP3247573B1/fr active Active
- 2016-01-20 CN CN201680006029.8A patent/CN107207785A/zh active Pending
- 2016-01-20 WO PCT/EP2016/051054 patent/WO2016116471A1/fr not_active Ceased
- 2016-01-20 US US15/545,206 patent/US10544292B2/en active Active
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| WO2013017423A1 (fr) * | 2011-08-04 | 2013-02-07 | Compagnie Generale Des Etablissements Michelin | Composition adhesive aqueuse a base de polyaldehyde et 2,2',4,4'-tetrahydroxydiphenyl sulfide |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12331198B2 (en) | 2019-10-10 | 2025-06-17 | Compagnie Generale Des Etablissements Michelin | Rubber compositions comprising an epoxide diene elastomer and a cross-linking system |
| WO2021116588A1 (fr) * | 2019-12-12 | 2021-06-17 | Compagnie Generale Des Etablissements Michelin | Composite comprenant un élément de renfort et une composition de caoutchouc |
| FR3104590A1 (fr) * | 2019-12-12 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Composite comprenant un élément de renfort et une composition de caoutchouc |
| US12528932B2 (en) | 2019-12-12 | 2026-01-20 | Compagnie Generale Des Etablissements Michelin | Composite comprising a reinforcing element and a rubber composition |
| FR3156792A1 (fr) * | 2023-12-19 | 2025-06-20 | Compagnie Generale Des Etablissements Michelin | Composite d’élastomère avec une pluralité d’éléments de renfort cousu selon une direction principale |
| WO2025131690A1 (fr) * | 2023-12-19 | 2025-06-26 | Compagnie Generale Des Etablissements Michelin | Composite d'élastomère avec une pluralité d'éléments de renfort cousu selon une direction principale |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6727214B2 (ja) | 2020-07-29 |
| US20180009972A1 (en) | 2018-01-11 |
| JP2018504487A (ja) | 2018-02-15 |
| CN107207785A (zh) | 2017-09-26 |
| US10544292B2 (en) | 2020-01-28 |
| EP3247573A1 (fr) | 2017-11-29 |
| EP3247573B1 (fr) | 2018-12-26 |
| WO2016116471A1 (fr) | 2016-07-28 |
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