JPS6410533B2 - - Google Patents
Info
- Publication number
- JPS6410533B2 JPS6410533B2 JP14293280A JP14293280A JPS6410533B2 JP S6410533 B2 JPS6410533 B2 JP S6410533B2 JP 14293280 A JP14293280 A JP 14293280A JP 14293280 A JP14293280 A JP 14293280A JP S6410533 B2 JPS6410533 B2 JP S6410533B2
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- acid
- meth
- pyrazoline
- acrylate
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 claims description 48
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 47
- -1 pyrazole compound Chemical class 0.000 claims description 47
- 150000001875 compounds Chemical class 0.000 claims description 18
- 239000003505 polymerization initiator Substances 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 13
- 150000001451 organic peroxides Chemical class 0.000 claims description 8
- LOCAIGRSOJUCTB-UHFFFAOYSA-N indazol-3-one Chemical compound C1=CC=C2C(=O)N=NC2=C1 LOCAIGRSOJUCTB-UHFFFAOYSA-N 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 6
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 claims description 4
- 239000000853 adhesive Substances 0.000 description 13
- 230000001070 adhesive effect Effects 0.000 description 13
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 12
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 12
- SDXAWLJRERMRKF-UHFFFAOYSA-N 3,5-dimethyl-1h-pyrazole Chemical compound CC=1C=C(C)NN=1 SDXAWLJRERMRKF-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- NDGRWYRVNANFNB-UHFFFAOYSA-N pyrazolidin-3-one Chemical compound O=C1CCNN1 NDGRWYRVNANFNB-UHFFFAOYSA-N 0.000 description 7
- 229940005561 1,4-benzoquinone Drugs 0.000 description 6
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 6
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- 150000003219 pyrazolines Chemical class 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- BHXVYTQDWMQVBI-UHFFFAOYSA-N 1h-indazole-3-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=NNC2=C1 BHXVYTQDWMQVBI-UHFFFAOYSA-N 0.000 description 3
- KOPFEFZSAMLEHK-UHFFFAOYSA-N 1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1C=CNN=1 KOPFEFZSAMLEHK-UHFFFAOYSA-N 0.000 description 3
- XKVUYEYANWFIJX-UHFFFAOYSA-N 5-methyl-1h-pyrazole Chemical compound CC1=CC=NN1 XKVUYEYANWFIJX-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 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 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000001879 gelation Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 description 3
- DNTVKOMHCDKATN-UHFFFAOYSA-N pyrazolidine-3,5-dione Chemical compound O=C1CC(=O)NN1 DNTVKOMHCDKATN-UHFFFAOYSA-N 0.000 description 3
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- XUHGTGGPZFJRMF-UHFFFAOYSA-N 1,3-dihydropyrazole-2-carboxylic acid Chemical class OC(=O)N1CC=CN1 XUHGTGGPZFJRMF-UHFFFAOYSA-N 0.000 description 2
- WITMXBRCQWOZPX-UHFFFAOYSA-N 1-phenylpyrazole Chemical compound C1=CC=NN1C1=CC=CC=C1 WITMXBRCQWOZPX-UHFFFAOYSA-N 0.000 description 2
- YDTDKKULPWTHRV-UHFFFAOYSA-N 1H-indazol-3-amine Chemical class C1=CC=C2C(N)=NNC2=C1 YDTDKKULPWTHRV-UHFFFAOYSA-N 0.000 description 2
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 2
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 2
- IUHNMXNPPUIQHZ-UHFFFAOYSA-N 2-phenyl-3,4-dihydropyrazole Chemical compound N1=CCCN1C1=CC=CC=C1 IUHNMXNPPUIQHZ-UHFFFAOYSA-N 0.000 description 2
- VQTVFIMEENGCJA-UHFFFAOYSA-N 3,4-dimethyl-1H-pyrazole Chemical compound CC=1C=NNC=1C VQTVFIMEENGCJA-UHFFFAOYSA-N 0.000 description 2
- QPHAGNNWDZSKJH-UHFFFAOYSA-N 3-chloro-2h-indazole Chemical compound C1=CC=CC2=C(Cl)NN=C21 QPHAGNNWDZSKJH-UHFFFAOYSA-N 0.000 description 2
- FNHVVMJBCILJGA-UHFFFAOYSA-N 4-methylpyrazole-3-carboxylic acid Natural products CC=1C=NNC=1C(O)=O FNHVVMJBCILJGA-UHFFFAOYSA-N 0.000 description 2
- SNDLIUANCJTGER-UHFFFAOYSA-N 5-methyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid Chemical compound CC1CC(=NN1)C(O)=O SNDLIUANCJTGER-UHFFFAOYSA-N 0.000 description 2
- OEDUIFSDODUDRK-UHFFFAOYSA-N 5-phenyl-1h-pyrazole Chemical compound N1N=CC=C1C1=CC=CC=C1 OEDUIFSDODUDRK-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 2
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 2
- 150000002432 hydroperoxides Chemical class 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 150000002473 indoazoles Chemical class 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- AASABFUMCBTXRL-UHFFFAOYSA-N n-ethyl-4-methylaniline Chemical compound CCNC1=CC=C(C)C=C1 AASABFUMCBTXRL-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- PQKSGWWAKCJGLT-UHFFFAOYSA-N phenyl(pyrazol-1-yl)methanone Chemical compound C1=CC=NN1C(=O)C1=CC=CC=C1 PQKSGWWAKCJGLT-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 150000003217 pyrazoles Chemical class 0.000 description 2
- 150000003218 pyrazolidines Chemical class 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- COWSLJWFSRYRBO-UHFFFAOYSA-N (1,5-diphenylpyrazol-4-yl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C=1C=NN(C=2C=CC=CC=2)C=1C1=CC=CC=C1 COWSLJWFSRYRBO-UHFFFAOYSA-N 0.000 description 1
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- FICPQAGSXBJSCO-UHFFFAOYSA-N 1,2-diacetylindazol-3-one Chemical compound C1=CC=C2N(C(=O)C)N(C(C)=O)C(=O)C2=C1 FICPQAGSXBJSCO-UHFFFAOYSA-N 0.000 description 1
- FVRXOULDGSWPPO-UHFFFAOYSA-N 1,2-dihydropyrazole-3-thione Chemical class SC1=CC=NN1 FVRXOULDGSWPPO-UHFFFAOYSA-N 0.000 description 1
- GHGZGDGWFWIAQM-UHFFFAOYSA-N 1,3,4-trimethylpyrazole Chemical compound CC1=CN(C)N=C1C GHGZGDGWFWIAQM-UHFFFAOYSA-N 0.000 description 1
- AXRVRVKZFJPHBH-UHFFFAOYSA-N 1,3,4-triphenylpyrazole Chemical compound C1=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=NN1C1=CC=CC=C1 AXRVRVKZFJPHBH-UHFFFAOYSA-N 0.000 description 1
- SSDGMKHZMNTWLS-UHFFFAOYSA-N 1,3,5-trimethylpyrazol-4-amine Chemical compound CC1=NN(C)C(C)=C1N SSDGMKHZMNTWLS-UHFFFAOYSA-N 0.000 description 1
- HNOQAFMOBRWDKQ-UHFFFAOYSA-N 1,3,5-trimethylpyrazole Chemical compound CC=1C=C(C)N(C)N=1 HNOQAFMOBRWDKQ-UHFFFAOYSA-N 0.000 description 1
- YQDSXDPQYUXRDP-UHFFFAOYSA-N 1,3,5-triphenylpyrazole Chemical compound C=1C(C=2C=CC=CC=2)=NN(C=2C=CC=CC=2)C=1C1=CC=CC=C1 YQDSXDPQYUXRDP-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- AKFKERAVXIGUNB-UHFFFAOYSA-N 1,3-dimethyl-4-nitropyrazole Chemical class CC1=NN(C)C=C1[N+]([O-])=O AKFKERAVXIGUNB-UHFFFAOYSA-N 0.000 description 1
- KEBBJRHTOMKVKH-UHFFFAOYSA-N 1,3-dimethylindazole Chemical compound C1=CC=C2C(C)=NN(C)C2=C1 KEBBJRHTOMKVKH-UHFFFAOYSA-N 0.000 description 1
- NODLZCJDRXTSJO-UHFFFAOYSA-N 1,3-dimethylpyrazole Chemical compound CC=1C=CN(C)N=1 NODLZCJDRXTSJO-UHFFFAOYSA-N 0.000 description 1
- LQUBXCVRJZGBLM-UHFFFAOYSA-N 1,3-diphenylpyrazole Chemical compound C1=CN(C=2C=CC=CC=2)N=C1C1=CC=CC=C1 LQUBXCVRJZGBLM-UHFFFAOYSA-N 0.000 description 1
- SUHBKHNLQCODJL-UHFFFAOYSA-N 1,4,5-trimethylpyrazole Chemical compound CC=1C=NN(C)C=1C SUHBKHNLQCODJL-UHFFFAOYSA-N 0.000 description 1
- GAAAZLAWPPVHHL-UHFFFAOYSA-N 1,4,5-triphenylpyrazole Chemical compound C1=NN(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 GAAAZLAWPPVHHL-UHFFFAOYSA-N 0.000 description 1
- SZQCPPRPWDXLMM-UHFFFAOYSA-N 1,4-dimethylpyrazole Chemical compound CC=1C=NN(C)C=1 SZQCPPRPWDXLMM-UHFFFAOYSA-N 0.000 description 1
- WYCQFCGAORZRDX-UHFFFAOYSA-N 1,4-dimethylpyrazole-3-carboxylic acid Chemical compound CC1=CN(C)N=C1C(O)=O WYCQFCGAORZRDX-UHFFFAOYSA-N 0.000 description 1
- BKHQZVDOSQVERW-UHFFFAOYSA-N 1,5-dimethyl-2-phenylpyrazole-3-thione Chemical compound CN1C(C)=CC(=S)N1C1=CC=CC=C1 BKHQZVDOSQVERW-UHFFFAOYSA-N 0.000 description 1
- NYTRTJLAGHYGLE-UHFFFAOYSA-N 1,5-dimethyl-4-nitropyrazole Chemical compound CC1=C([N+]([O-])=O)C=NN1C NYTRTJLAGHYGLE-UHFFFAOYSA-N 0.000 description 1
- LSZQMSSIUQNTDX-UHFFFAOYSA-N 1,5-dimethylpyrazole Chemical compound CC1=CC=NN1C LSZQMSSIUQNTDX-UHFFFAOYSA-N 0.000 description 1
- IDCXLYCLPHRSAZ-UHFFFAOYSA-N 1,5-diphenylpyrazole Chemical compound C=1C=CC=CC=1N1N=CC=C1C1=CC=CC=C1 IDCXLYCLPHRSAZ-UHFFFAOYSA-N 0.000 description 1
- ZZLLGMSBHKIMHK-UHFFFAOYSA-N 1-(1-phenylpyrazol-4-yl)ethanone Chemical compound C1=C(C(=O)C)C=NN1C1=CC=CC=C1 ZZLLGMSBHKIMHK-UHFFFAOYSA-N 0.000 description 1
- BJEQUPDOOXOTLG-UHFFFAOYSA-N 1-(1h-indazol-3-yl)ethanone Chemical compound C1=CC=C2C(C(=O)C)=NNC2=C1 BJEQUPDOOXOTLG-UHFFFAOYSA-N 0.000 description 1
- XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 description 1
- PRDZVPWWOLOCOM-UHFFFAOYSA-N 1-(3-acetyl-4-methyl-1h-pyrazol-5-yl)ethanone Chemical compound CC(=O)C1=NNC(C(C)=O)=C1C PRDZVPWWOLOCOM-UHFFFAOYSA-N 0.000 description 1
- QCQKLDALJCANQZ-UHFFFAOYSA-N 1-(3-acetyl-4-phenyl-1h-pyrazol-5-yl)ethanone Chemical compound CC(=O)C1=NNC(C(C)=O)=C1C1=CC=CC=C1 QCQKLDALJCANQZ-UHFFFAOYSA-N 0.000 description 1
- HTHIINXQXYDJSR-UHFFFAOYSA-N 1-(5-methyl-1-phenylpyrazol-3-yl)ethanone Chemical compound C(C)(=O)C1=NN(C(=C1)C)C1=CC=CC=C1 HTHIINXQXYDJSR-UHFFFAOYSA-N 0.000 description 1
- AKQAJYLKBCWJBV-UHFFFAOYSA-N 1-benzylpyrazole Chemical compound C1=CC=NN1CC1=CC=CC=C1 AKQAJYLKBCWJBV-UHFFFAOYSA-N 0.000 description 1
- BSVBOWGTAOSUGJ-UHFFFAOYSA-N 1-methyl-2-phenylpyrazolidine Chemical compound CN1CCCN1C1=CC=CC=C1 BSVBOWGTAOSUGJ-UHFFFAOYSA-N 0.000 description 1
- ONNIFDMRZCMQQM-UHFFFAOYSA-N 1-methyl-2h-indazol-3-one Chemical compound C1=CC=C2N(C)NC(=O)C2=C1 ONNIFDMRZCMQQM-UHFFFAOYSA-N 0.000 description 1
- AQQUNJMVAKJGKR-UHFFFAOYSA-N 1-methyl-3-phenylpyrazole Chemical compound CN1C=CC(C=2C=CC=CC=2)=N1 AQQUNJMVAKJGKR-UHFFFAOYSA-N 0.000 description 1
- FGSQGIYFGWQTRE-UHFFFAOYSA-N 1-methyl-4-nitroindazole Chemical compound C1=CC=C2N(C)N=CC2=C1[N+]([O-])=O FGSQGIYFGWQTRE-UHFFFAOYSA-N 0.000 description 1
- NLHYNCJBWXKZGP-UHFFFAOYSA-N 1-methyl-5-phenylpyrazole Chemical compound CN1N=CC=C1C1=CC=CC=C1 NLHYNCJBWXKZGP-UHFFFAOYSA-N 0.000 description 1
- OVVDFORZEGKEJM-UHFFFAOYSA-N 1-methylindazole-3-carboxylic acid Chemical compound C1=CC=C2N(C)N=C(C(O)=O)C2=C1 OVVDFORZEGKEJM-UHFFFAOYSA-N 0.000 description 1
- MTYIBGCJCVRBMH-UHFFFAOYSA-N 1-phenyl-2h-indazol-3-one Chemical compound C12=CC=CC=C2C(=O)NN1C1=CC=CC=C1 MTYIBGCJCVRBMH-UHFFFAOYSA-N 0.000 description 1
- VTBVTVPRJWLQBA-UHFFFAOYSA-N 1-phenylpyrazole-3,4-dicarboxylic acid Chemical compound N1=C(C(O)=O)C(C(=O)O)=CN1C1=CC=CC=C1 VTBVTVPRJWLQBA-UHFFFAOYSA-N 0.000 description 1
- JBCOSTKYEQNXPF-UHFFFAOYSA-N 1-phenylpyrazole-3,5-dicarboxylic acid Chemical compound N1=C(C(=O)O)C=C(C(O)=O)N1C1=CC=CC=C1 JBCOSTKYEQNXPF-UHFFFAOYSA-N 0.000 description 1
- MHQSQCVXHDWARZ-UHFFFAOYSA-N 1-phenylpyrazolidine Chemical compound C1CCNN1C1=CC=CC=C1 MHQSQCVXHDWARZ-UHFFFAOYSA-N 0.000 description 1
- KEJFADGISRFLFO-UHFFFAOYSA-N 1H-indazol-6-amine Chemical compound NC1=CC=C2C=NNC2=C1 KEJFADGISRFLFO-UHFFFAOYSA-N 0.000 description 1
- TYXYQGQGUVYKLU-UHFFFAOYSA-N 1h-indazol-3-yl(phenyl)methanone Chemical compound N=1NC2=CC=CC=C2C=1C(=O)C1=CC=CC=C1 TYXYQGQGUVYKLU-UHFFFAOYSA-N 0.000 description 1
- MDELYEBAXHZXLZ-UHFFFAOYSA-N 1h-indazol-4-amine Chemical compound NC1=CC=CC2=C1C=NN2 MDELYEBAXHZXLZ-UHFFFAOYSA-N 0.000 description 1
- XBTOSRUBOXQWBO-UHFFFAOYSA-N 1h-indazol-5-amine Chemical compound NC1=CC=C2NN=CC2=C1 XBTOSRUBOXQWBO-UHFFFAOYSA-N 0.000 description 1
- OTFFCAGPSWJBDK-UHFFFAOYSA-N 1h-indazol-7-amine Chemical compound NC1=CC=CC2=C1NN=C2 OTFFCAGPSWJBDK-UHFFFAOYSA-N 0.000 description 1
- REHRQXVEAXFIML-UHFFFAOYSA-N 1h-indazole-3-carbonitrile Chemical compound C1=CC=C2C(C#N)=NNC2=C1 REHRQXVEAXFIML-UHFFFAOYSA-N 0.000 description 1
- AXINVSXSGNSVLV-UHFFFAOYSA-N 1h-pyrazol-4-amine Chemical compound NC=1C=NNC=1 AXINVSXSGNSVLV-UHFFFAOYSA-N 0.000 description 1
- JVVRJMXHNUAPHW-UHFFFAOYSA-N 1h-pyrazol-5-amine Chemical class NC=1C=CNN=1 JVVRJMXHNUAPHW-UHFFFAOYSA-N 0.000 description 1
- AEGFCJUATZAMMA-UHFFFAOYSA-N 1h-pyrazole-3,4,5-tricarboxylic acid Chemical compound OC(=O)C1=NNC(C(O)=O)=C1C(O)=O AEGFCJUATZAMMA-UHFFFAOYSA-N 0.000 description 1
- KGBBJPZIDRELDP-UHFFFAOYSA-N 1h-pyrazole-3,5-diamine Chemical compound NC=1C=C(N)NN=1 KGBBJPZIDRELDP-UHFFFAOYSA-N 0.000 description 1
- YDMVPJZBYSWOOP-UHFFFAOYSA-N 1h-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)C=1C=C(C(O)=O)NN=1 YDMVPJZBYSWOOP-UHFFFAOYSA-N 0.000 description 1
- TXXFIWSYDDTMBU-UHFFFAOYSA-N 1h-pyrazole-4,5-dicarbaldehyde Chemical compound O=CC1=CNN=C1C=O TXXFIWSYDDTMBU-UHFFFAOYSA-N 0.000 description 1
- KEQTWHPMSVAFDA-UHFFFAOYSA-N 2,3-dihydro-1h-pyrazole Chemical compound C1NNC=C1 KEQTWHPMSVAFDA-UHFFFAOYSA-N 0.000 description 1
- YTDZUPBPWJAQDV-UHFFFAOYSA-N 2,3-dimethyl-3,4-dihydropyrazole Chemical compound CC1CC=NN1C YTDZUPBPWJAQDV-UHFFFAOYSA-N 0.000 description 1
- JMYXMHBOFBYKDR-UHFFFAOYSA-N 2,3-dimethylindazole Chemical compound C1=CC=CC2=C(C)N(C)N=C21 JMYXMHBOFBYKDR-UHFFFAOYSA-N 0.000 description 1
- FYWSABALQBFSCW-UHFFFAOYSA-N 2,4-dimethylpyrazole-3-carboxylic acid Chemical compound CC=1C=NN(C)C=1C(O)=O FYWSABALQBFSCW-UHFFFAOYSA-N 0.000 description 1
- DGBRXSKBFRWWNT-UHFFFAOYSA-N 2,5-dimethyl-3,4-dihydropyrazole Chemical compound CN1CCC(C)=N1 DGBRXSKBFRWWNT-UHFFFAOYSA-N 0.000 description 1
- BRCMAXGJILBQNL-UHFFFAOYSA-N 2-(1-benzylpyrazol-4-yl)ethanamine Chemical compound C1=C(CCN)C=NN1CC1=CC=CC=C1 BRCMAXGJILBQNL-UHFFFAOYSA-N 0.000 description 1
- FUIJRCNCJHRODM-UHFFFAOYSA-N 2-(1h-pyrazol-4-yl)ethanamine Chemical compound NCCC=1C=NNC=1 FUIJRCNCJHRODM-UHFFFAOYSA-N 0.000 description 1
- YHYCMHWTYHPIQS-UHFFFAOYSA-N 2-(2-hydroxyethoxy)-1-methoxyethanol Chemical compound COC(O)COCCO YHYCMHWTYHPIQS-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
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- JEEDFPVACIKHEU-UHFFFAOYSA-N 2-(2h-indazol-3-yl)acetic acid Chemical compound C1=CC=CC2=C(CC(=O)O)NN=C21 JEEDFPVACIKHEU-UHFFFAOYSA-N 0.000 description 1
- SHZSMNGIUYNBQR-UHFFFAOYSA-N 2-(5-bromo-2h-indazol-3-yl)acetic acid Chemical compound C1=CC(Br)=CC2=C(CC(=O)O)NN=C21 SHZSMNGIUYNBQR-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
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- WXHLLJAMBQLULT-UHFFFAOYSA-N 2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-n-(2-methyl-6-sulfanylphenyl)-1,3-thiazole-5-carboxamide;hydrate Chemical compound O.C=1C(N2CCN(CCO)CC2)=NC(C)=NC=1NC(S1)=NC=C1C(=O)NC1=C(C)C=CC=C1S WXHLLJAMBQLULT-UHFFFAOYSA-N 0.000 description 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- ABRISPFTOZIXMP-UHFFFAOYSA-N 2-methylindazole-3-carboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)N(C)N=C21 ABRISPFTOZIXMP-UHFFFAOYSA-N 0.000 description 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 1
- CFNJFZDGHGYAMU-UHFFFAOYSA-N 2-phenyl-1h-indazol-3-one Chemical compound N1C2=CC=CC=C2C(=O)N1C1=CC=CC=C1 CFNJFZDGHGYAMU-UHFFFAOYSA-N 0.000 description 1
- IXOZZKPZLXAEAX-UHFFFAOYSA-N 2-phenylindazole Chemical compound N1=C2C=CC=CC2=CN1C1=CC=CC=C1 IXOZZKPZLXAEAX-UHFFFAOYSA-N 0.000 description 1
- OQORFMABOZEDBL-UHFFFAOYSA-N 2-phenylpyrazole-3-carbaldehyde Chemical compound O=CC1=CC=NN1C1=CC=CC=C1 OQORFMABOZEDBL-UHFFFAOYSA-N 0.000 description 1
- DFJAJOBXRZEBAQ-UHFFFAOYSA-N 2-phenylpyrazolidin-3-one Chemical compound O=C1CCNN1C1=CC=CC=C1 DFJAJOBXRZEBAQ-UHFFFAOYSA-N 0.000 description 1
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 description 1
- BIISIZOQPWZPPS-UHFFFAOYSA-N 2-tert-butylperoxypropan-2-ylbenzene Chemical compound CC(C)(C)OOC(C)(C)C1=CC=CC=C1 BIISIZOQPWZPPS-UHFFFAOYSA-N 0.000 description 1
- ZNBQXOWCFKWYLH-UHFFFAOYSA-N 3,4-dimethyl-1-phenylpyrazole Chemical compound N1=C(C)C(C)=CN1C1=CC=CC=C1 ZNBQXOWCFKWYLH-UHFFFAOYSA-N 0.000 description 1
- MEVTUZFUVAZEPY-UHFFFAOYSA-N 3,5,5-trimethyl-1,4-dihydropyrazole Chemical compound CC1=NNC(C)(C)C1 MEVTUZFUVAZEPY-UHFFFAOYSA-N 0.000 description 1
- FDTJXJNAWWVIKC-UHFFFAOYSA-N 3,5-dimethyl-1-phenylpyrazol-4-amine Chemical compound CC1=C(N)C(C)=NN1C1=CC=CC=C1 FDTJXJNAWWVIKC-UHFFFAOYSA-N 0.000 description 1
- ULPMPUPEFBDQQA-UHFFFAOYSA-N 3,5-dimethyl-1-phenylpyrazole Chemical compound N1=C(C)C=C(C)N1C1=CC=CC=C1 ULPMPUPEFBDQQA-UHFFFAOYSA-N 0.000 description 1
- VOMRTQQGXWPTJK-UHFFFAOYSA-N 3,5-dimethyl-1-phenylpyrazole-4-carbaldehyde Chemical compound CC1=C(C=O)C(C)=NN1C1=CC=CC=C1 VOMRTQQGXWPTJK-UHFFFAOYSA-N 0.000 description 1
- XVROBKHRHJLXTD-UHFFFAOYSA-N 3,5-dimethyl-4,5-dihydro-1h-pyrazole Chemical compound CC1CC(C)=NN1 XVROBKHRHJLXTD-UHFFFAOYSA-N 0.000 description 1
- LOQWPQZICQOFOO-UHFFFAOYSA-N 3,5-dimethylpyrazolidine Chemical compound CC1CC(C)NN1 LOQWPQZICQOFOO-UHFFFAOYSA-N 0.000 description 1
- HTKXRTUKPXEALT-UHFFFAOYSA-N 3-bromo-2h-indazole Chemical compound C1=CC=CC2=C(Br)NN=C21 HTKXRTUKPXEALT-UHFFFAOYSA-N 0.000 description 1
- HUKMIFHEPZRLMM-UHFFFAOYSA-N 3-chloro-5-methyl-1h-pyrazole Chemical compound CC1=CC(Cl)=NN1 HUKMIFHEPZRLMM-UHFFFAOYSA-N 0.000 description 1
- HXEKEMXHIRHCED-UHFFFAOYSA-N 3-ethoxy-5-methyl-1h-pyrazole Chemical compound CCOC=1C=C(C)NN=1 HXEKEMXHIRHCED-UHFFFAOYSA-N 0.000 description 1
- UDKYMMQGPNFWDA-UHFFFAOYSA-N 3-iodo-2h-indazole Chemical compound C1=CC=CC2=C(I)NN=C21 UDKYMMQGPNFWDA-UHFFFAOYSA-N 0.000 description 1
- NGVOVYIGNOOSBM-UHFFFAOYSA-N 3-methoxy-5-methyl-1-phenylpyrazole Chemical compound N1=C(OC)C=C(C)N1C1=CC=CC=C1 NGVOVYIGNOOSBM-UHFFFAOYSA-N 0.000 description 1
- GZWAVQOMDAZDIT-UHFFFAOYSA-N 3-methoxy-5-methyl-1h-pyrazole Chemical compound COC=1C=C(C)NN=1 GZWAVQOMDAZDIT-UHFFFAOYSA-N 0.000 description 1
- RJXLUGSJEMSDPK-UHFFFAOYSA-N 3-methyl-1-phenylpyrazole Chemical compound N1=C(C)C=CN1C1=CC=CC=C1 RJXLUGSJEMSDPK-UHFFFAOYSA-N 0.000 description 1
- QOVAMKYETGMMTC-UHFFFAOYSA-N 3-methyl-1-phenylpyrazolidine Chemical compound N1C(C)CCN1C1=CC=CC=C1 QOVAMKYETGMMTC-UHFFFAOYSA-N 0.000 description 1
- DZIXWJKHHABTEL-UHFFFAOYSA-N 3-methyl-2-phenyl-3,4-dihydropyrazole Chemical compound CC1CC=NN1C1=CC=CC=C1 DZIXWJKHHABTEL-UHFFFAOYSA-N 0.000 description 1
- FWOPJXVQGMZKEP-UHFFFAOYSA-N 3-methyl-2h-indazole Chemical compound C1=CC=CC2=C(C)NN=C21 FWOPJXVQGMZKEP-UHFFFAOYSA-N 0.000 description 1
- MWCHLFKQTXSQJV-UHFFFAOYSA-N 3-methyl-4,5-dihydro-1h-pyrazole Chemical compound CC1=NNCC1 MWCHLFKQTXSQJV-UHFFFAOYSA-N 0.000 description 1
- AHEKFHNOIMDOER-UHFFFAOYSA-N 3-methyl-5-methylsulfanyl-1-phenylpyrazole Chemical compound CSC1=CC(C)=NN1C1=CC=CC=C1 AHEKFHNOIMDOER-UHFFFAOYSA-N 0.000 description 1
- UFDIVAFBBHFBLU-UHFFFAOYSA-N 3-methyl-5-phenyl-4,5-dihydro-1h-pyrazole Chemical compound C1C(C)=NNC1C1=CC=CC=C1 UFDIVAFBBHFBLU-UHFFFAOYSA-N 0.000 description 1
- OWIRCRREDNEXTA-UHFFFAOYSA-N 3-nitro-1h-indazole Chemical class C1=CC=C2C([N+](=O)[O-])=NNC2=C1 OWIRCRREDNEXTA-UHFFFAOYSA-N 0.000 description 1
- QBPUOAJBMXXBNU-UHFFFAOYSA-N 3-phenyl-1H-pyrazole-5-carboxylic acid Chemical compound N1C(C(=O)O)=CC(C=2C=CC=CC=2)=N1 QBPUOAJBMXXBNU-UHFFFAOYSA-N 0.000 description 1
- MXBKCOLSUUYOHT-UHFFFAOYSA-N 3-phenyl-1h-indazole Chemical compound C1=CC=CC=C1C1=NNC2=CC=CC=C12 MXBKCOLSUUYOHT-UHFFFAOYSA-N 0.000 description 1
- AZPXELGXAFZFPC-UHFFFAOYSA-N 3-phenyl-4,5-dihydro-1h-pyrazole Chemical compound N1CCC(C=2C=CC=CC=2)=N1 AZPXELGXAFZFPC-UHFFFAOYSA-N 0.000 description 1
- PGBXZDDHDXRVAV-UHFFFAOYSA-N 4,4-dimethylpyrazolidine-3,5-dione Chemical compound CC1(C)C(=O)NNC1=O PGBXZDDHDXRVAV-UHFFFAOYSA-N 0.000 description 1
- MCGBIXXDQFWVDW-UHFFFAOYSA-N 4,5-dihydro-1h-pyrazole Chemical compound C1CC=NN1 MCGBIXXDQFWVDW-UHFFFAOYSA-N 0.000 description 1
- JGUAWFKDMJXBCT-UHFFFAOYSA-N 4,5-dihydro-1h-pyrazole-3-carboxylic acid Chemical compound OC(=O)C1=NNCC1 JGUAWFKDMJXBCT-UHFFFAOYSA-N 0.000 description 1
- LDZBDQQSUMBVBK-UHFFFAOYSA-N 4,5-dimethyl-1-phenylpyrazole Chemical compound CC1=C(C)C=NN1C1=CC=CC=C1 LDZBDQQSUMBVBK-UHFFFAOYSA-N 0.000 description 1
- IMBBXSASDSZJSX-UHFFFAOYSA-N 4-Carboxypyrazole Chemical compound OC(=O)C=1C=NNC=1 IMBBXSASDSZJSX-UHFFFAOYSA-N 0.000 description 1
- WVGCPEDBFHEHEZ-UHFFFAOYSA-N 4-bromo-1h-pyrazole Chemical compound BrC=1C=NNC=1 WVGCPEDBFHEHEZ-UHFFFAOYSA-N 0.000 description 1
- OAWHISBYSDFHHU-UHFFFAOYSA-N 4-chloro-1-phenylpyrazole Chemical compound C1=C(Cl)C=NN1C1=CC=CC=C1 OAWHISBYSDFHHU-UHFFFAOYSA-N 0.000 description 1
- BADSZRMNXWLUKO-UHFFFAOYSA-N 4-chloro-1h-pyrazole Chemical compound ClC=1C=NNC=1 BADSZRMNXWLUKO-UHFFFAOYSA-N 0.000 description 1
- LCDKUXJKMAFCTI-UHFFFAOYSA-N 4-chloro-5-methyl-1h-pyrazole Chemical compound CC=1NN=CC=1Cl LCDKUXJKMAFCTI-UHFFFAOYSA-N 0.000 description 1
- LLNQWPTUJJYTTE-UHFFFAOYSA-N 4-iodopyrazole Chemical compound IC=1C=NNC=1 LLNQWPTUJJYTTE-UHFFFAOYSA-N 0.000 description 1
- ADHPAHRITFHGGD-UHFFFAOYSA-N 4-methyl-1-phenylpyrazole Chemical compound C1=C(C)C=NN1C1=CC=CC=C1 ADHPAHRITFHGGD-UHFFFAOYSA-N 0.000 description 1
- ZYGYULIGJXJLRW-UHFFFAOYSA-N 4-methyl-1h-indazole Chemical compound CC1=CC=CC2=C1C=NN2 ZYGYULIGJXJLRW-UHFFFAOYSA-N 0.000 description 1
- SCYQJNMMIGXEKR-UHFFFAOYSA-N 4-methyl-4,5-dihydro-1h-pyrazole-3-carboxylic acid Chemical compound CC1CNN=C1C(O)=O SCYQJNMMIGXEKR-UHFFFAOYSA-N 0.000 description 1
- IATFOGDERDNVMS-UHFFFAOYSA-N 4-nitro-1-phenylpyrazole Chemical compound C1=C([N+](=O)[O-])C=NN1C1=CC=CC=C1 IATFOGDERDNVMS-UHFFFAOYSA-N 0.000 description 1
- WBTVZVUYPVQEIF-UHFFFAOYSA-N 4-nitro-1h-indazole Chemical compound [O-][N+](=O)C1=CC=CC2=C1C=NN2 WBTVZVUYPVQEIF-UHFFFAOYSA-N 0.000 description 1
- XORHNJQEWQGXCN-UHFFFAOYSA-N 4-nitro-1h-pyrazole Chemical compound [O-][N+](=O)C=1C=NNC=1 XORHNJQEWQGXCN-UHFFFAOYSA-N 0.000 description 1
- DEGBMJMGROCSHR-UHFFFAOYSA-N 4-nitro-1h-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)C1=NNC(C(O)=O)=C1[N+]([O-])=O DEGBMJMGROCSHR-UHFFFAOYSA-N 0.000 description 1
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 description 1
- OCXDFFKDFIZMRC-UHFFFAOYSA-N 4-nitroso-1h-pyrazole Chemical compound O=NC=1C=NNC=1 OCXDFFKDFIZMRC-UHFFFAOYSA-N 0.000 description 1
- BVVXWYSVQDEMPG-UHFFFAOYSA-N 4-phenyl-1H-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)c1n[nH]c(C(O)=O)c1-c1ccccc1 BVVXWYSVQDEMPG-UHFFFAOYSA-N 0.000 description 1
- GPGKNEKFDGOXPO-UHFFFAOYSA-N 4-phenyl-1h-pyrazole Chemical compound C1=NNC=C1C1=CC=CC=C1 GPGKNEKFDGOXPO-UHFFFAOYSA-N 0.000 description 1
- IBHYTRJMMUPWFN-UHFFFAOYSA-N 4-phenyl-4,5-dihydro-1h-pyrazole Chemical compound C1NN=CC1C1=CC=CC=C1 IBHYTRJMMUPWFN-UHFFFAOYSA-N 0.000 description 1
- VHRWRRDBAJITLR-UHFFFAOYSA-N 5,7-dimethyl-1h-indazole Chemical compound CC1=CC(C)=C2NN=CC2=C1 VHRWRRDBAJITLR-UHFFFAOYSA-N 0.000 description 1
- STVHMYNPQCLUNJ-UHFFFAOYSA-N 5-bromo-1h-indazole Chemical compound BrC1=CC=C2NN=CC2=C1 STVHMYNPQCLUNJ-UHFFFAOYSA-N 0.000 description 1
- JPUNDENEEMTSOQ-UHFFFAOYSA-N 5-ethoxy-1-phenylpyrazole Chemical compound CCOC1=CC=NN1C1=CC=CC=C1 JPUNDENEEMTSOQ-UHFFFAOYSA-N 0.000 description 1
- HIXKUHSBZQQDHA-UHFFFAOYSA-N 5-ethoxy-3-methyl-1-phenylpyrazole Chemical compound CCOC1=CC(C)=NN1C1=CC=CC=C1 HIXKUHSBZQQDHA-UHFFFAOYSA-N 0.000 description 1
- MTLFMNFAALESGJ-UHFFFAOYSA-N 5-methoxy-3-methyl-1-phenylpyrazole Chemical compound COC1=CC(C)=NN1C1=CC=CC=C1 MTLFMNFAALESGJ-UHFFFAOYSA-N 0.000 description 1
- ASJNXENPMWNXFW-UHFFFAOYSA-N 5-methyl-1,3-diphenylpyrazole-4-carbaldehyde Chemical compound CC1=C(C=O)C(C=2C=CC=CC=2)=NN1C1=CC=CC=C1 ASJNXENPMWNXFW-UHFFFAOYSA-N 0.000 description 1
- GIPOQOUSJKAZMC-UHFFFAOYSA-N 5-methyl-1-phenylpyrazole Chemical compound CC1=CC=NN1C1=CC=CC=C1 GIPOQOUSJKAZMC-UHFFFAOYSA-N 0.000 description 1
- XVYUFMIOZLCWCT-UHFFFAOYSA-N 5-methyl-1-phenylpyrazole-3-carbaldehyde Chemical compound CC1=CC(C=O)=NN1C1=CC=CC=C1 XVYUFMIOZLCWCT-UHFFFAOYSA-N 0.000 description 1
- FIARATPVIIDWJT-UHFFFAOYSA-N 5-methyl-1-phenylpyrazolidin-3-one Chemical compound CC1CC(=O)NN1C1=CC=CC=C1 FIARATPVIIDWJT-UHFFFAOYSA-N 0.000 description 1
- DCUNRLLJHAWKRZ-UHFFFAOYSA-N 5-methyl-1h-indazole Chemical compound CC1=CC=C2NN=CC2=C1 DCUNRLLJHAWKRZ-UHFFFAOYSA-N 0.000 description 1
- CGTRFYVYHNAOAB-UHFFFAOYSA-N 5-methyl-1h-pyrazole-3,4-dicarboxylic acid Chemical compound CC=1NN=C(C(O)=O)C=1C(O)=O CGTRFYVYHNAOAB-UHFFFAOYSA-N 0.000 description 1
- UKJCZGTZCWPKLF-UHFFFAOYSA-N 5-methyl-2-phenyl-3,4-dihydropyrazole Chemical compound C1CC(C)=NN1C1=CC=CC=C1 UKJCZGTZCWPKLF-UHFFFAOYSA-N 0.000 description 1
- FMKMKBLHMONXJM-UHFFFAOYSA-N 5-methyl-2-phenylpyrazol-3-amine Chemical compound N1=C(C)C=C(N)N1C1=CC=CC=C1 FMKMKBLHMONXJM-UHFFFAOYSA-N 0.000 description 1
- NSVAOQFPUMLQNO-UHFFFAOYSA-N 5-methyl-2-phenylpyrazolidin-3-one Chemical compound N1C(C)CC(=O)N1C1=CC=CC=C1 NSVAOQFPUMLQNO-UHFFFAOYSA-N 0.000 description 1
- QHRSESMSOJZMCO-UHFFFAOYSA-N 5-methyl-3-phenyl-1h-pyrazole Chemical compound N1C(C)=CC(C=2C=CC=CC=2)=N1 QHRSESMSOJZMCO-UHFFFAOYSA-N 0.000 description 1
- KDTSAMBCRXSULF-UHFFFAOYSA-N 5-methyl-4,5-dihydro-1h-pyrazole Chemical compound CC1CC=NN1 KDTSAMBCRXSULF-UHFFFAOYSA-N 0.000 description 1
- WTZYTQJELOHMMJ-UHFFFAOYSA-N 5-methyl-4-nitro-1h-pyrazole Chemical compound CC=1NN=CC=1[N+]([O-])=O WTZYTQJELOHMMJ-UHFFFAOYSA-N 0.000 description 1
- WSMQKESQZFQMFW-UHFFFAOYSA-N 5-methyl-pyrazole-3-carboxylic acid Chemical compound CC1=CC(C(O)=O)=NN1 WSMQKESQZFQMFW-UHFFFAOYSA-N 0.000 description 1
- WSGURAYTCUVDQL-UHFFFAOYSA-N 5-nitro-1h-indazole Chemical compound [O-][N+](=O)C1=CC=C2NN=CC2=C1 WSGURAYTCUVDQL-UHFFFAOYSA-N 0.000 description 1
- MZRUFMBFIKGOAL-UHFFFAOYSA-N 5-nitro-1h-pyrazole Chemical compound [O-][N+](=O)C1=CC=NN1 MZRUFMBFIKGOAL-UHFFFAOYSA-N 0.000 description 1
- NOBWYVALEWRNEZ-UHFFFAOYSA-N 5-nitroso-1h-pyrazole Chemical compound O=NC=1C=CNN=1 NOBWYVALEWRNEZ-UHFFFAOYSA-N 0.000 description 1
- HNXVMLLBTMWOAM-UHFFFAOYSA-N 5-phenyl-4,5-dihydro-1h-pyrazole Chemical compound C1C=NNC1C1=CC=CC=C1 HNXVMLLBTMWOAM-UHFFFAOYSA-N 0.000 description 1
- ORZRMRUXSPNQQL-UHFFFAOYSA-N 6-nitro-1h-indazole Chemical compound [O-][N+](=O)C1=CC=C2C=NNC2=C1 ORZRMRUXSPNQQL-UHFFFAOYSA-N 0.000 description 1
- PQCAUHUKTBHUSA-UHFFFAOYSA-N 7-nitro-1h-indazole Chemical compound [O-][N+](=O)C1=CC=CC2=C1NN=C2 PQCAUHUKTBHUSA-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- ZYQUGRRKHFRBMI-UHFFFAOYSA-N C(=O)(O)C1=NNC(C1)C(=O)O Chemical compound C(=O)(O)C1=NNC(C1)C(=O)O ZYQUGRRKHFRBMI-UHFFFAOYSA-N 0.000 description 1
- FINBSZZCUAWWFD-UHFFFAOYSA-N CC(C1)C(C)=NN1C1=CC=CC=C1 Chemical compound CC(C1)C(C)=NN1C1=CC=CC=C1 FINBSZZCUAWWFD-UHFFFAOYSA-N 0.000 description 1
- ICYQBFMEVDAUMC-UHFFFAOYSA-N CC1=C(NNC1)C(=O)OC Chemical compound CC1=C(NNC1)C(=O)OC ICYQBFMEVDAUMC-UHFFFAOYSA-N 0.000 description 1
- HQTDWDCYJOFQCK-GGWOSOGESA-N C\C=C\C(=O)OCCOCCOCCOCCOC(=O)\C=C\C Chemical compound C\C=C\C(=O)OCCOCCOCCOCCOC(=O)\C=C\C HQTDWDCYJOFQCK-GGWOSOGESA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- UAEPNZWRGJTJPN-UHFFFAOYSA-N Methylcyclohexane Natural products CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 1
- MVANOZRDBCCDHZ-UHFFFAOYSA-N N(=O)C=1C=NN(C=1)C1=CC=CC=C1 Chemical compound N(=O)C=1C=NN(C=1)C1=CC=CC=C1 MVANOZRDBCCDHZ-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- QYYFDRMIICKEHQ-UHFFFAOYSA-N OC(=O)C1CNN=C1C(O)=O Chemical compound OC(=O)C1CNN=C1C(O)=O QYYFDRMIICKEHQ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- HXWCLIQCVHTWCM-UHFFFAOYSA-N [N+](=O)([O-])C1N=NC(C1C)(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound [N+](=O)([O-])C1N=NC(C1C)(C1=CC=CC=C1)C1=CC=CC=C1 HXWCLIQCVHTWCM-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960004365 benzoic acid Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- JXDFEQONERDKSS-UHFFFAOYSA-N betazole Chemical compound NCCC=1C=CNN=1 JXDFEQONERDKSS-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- DRHCBNWNYXWHNN-UHFFFAOYSA-N chembl405988 Chemical compound N1=C(C)C=C(S)N1C1=CC=CC=C1 DRHCBNWNYXWHNN-UHFFFAOYSA-N 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- SPTHWAJJMLCAQF-UHFFFAOYSA-M ctk4f8481 Chemical compound [O-]O.CC(C)C1=CC=CC=C1C(C)C SPTHWAJJMLCAQF-UHFFFAOYSA-M 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 229960005215 dichloroacetic acid Drugs 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- KACZQOKEFKFNDB-UHFFFAOYSA-N ethyl 1h-pyrazole-4-carboxylate Chemical compound CCOC(=O)C=1C=NNC=1 KACZQOKEFKFNDB-UHFFFAOYSA-N 0.000 description 1
- GSEVQKSOCXZGLP-UHFFFAOYSA-N ethyl indazole-1-carboxylate Chemical compound C1=CC=C2N(C(=O)OCC)N=CC2=C1 GSEVQKSOCXZGLP-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229960004285 fomepizole Drugs 0.000 description 1
- 235000004515 gallic acid Nutrition 0.000 description 1
- 229940074391 gallic acid Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- DIDJZJDDXQPTLN-UHFFFAOYSA-N indazole-1-carboxylic acid Chemical compound C1=CC=C2N(C(=O)O)N=CC2=C1 DIDJZJDDXQPTLN-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- SOFXDHKUELFSQW-UHFFFAOYSA-N methyl indazole-1-carboxylate Chemical compound C1=CC=C2N(C(=O)OC)N=CC2=C1 SOFXDHKUELFSQW-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- KTQSZWIQENTBCZ-UHFFFAOYSA-N n,5-diphenyl-1h-pyrazol-3-amine Chemical compound C=1C=CC=CC=1NC(=NN1)C=C1C1=CC=CC=C1 KTQSZWIQENTBCZ-UHFFFAOYSA-N 0.000 description 1
- CWOMTHDOJCARBY-UHFFFAOYSA-N n,n,3-trimethylaniline Chemical compound CN(C)C1=CC=CC(C)=C1 CWOMTHDOJCARBY-UHFFFAOYSA-N 0.000 description 1
- GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- CMCWWLVWPDLCRM-UHFFFAOYSA-N phenidone Chemical compound N1C(=O)CCN1C1=CC=CC=C1 CMCWWLVWPDLCRM-UHFFFAOYSA-N 0.000 description 1
- FTQPJJDARWGYLW-UHFFFAOYSA-N phenyl-(1-phenylpyrazol-4-yl)methanone Chemical compound C=1C=CC=CC=1C(=O)C(=C1)C=NN1C1=CC=CC=C1 FTQPJJDARWGYLW-UHFFFAOYSA-N 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- WHYQCQRHPQBZHM-UHFFFAOYSA-N pyrazole-1-carboxylic acid Chemical compound OC(=O)N1C=CC=N1 WHYQCQRHPQBZHM-UHFFFAOYSA-N 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 229960004319 trichloroacetic acid Drugs 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polymerization Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14293280A JPS5767610A (en) | 1980-10-15 | 1980-10-15 | Anaerobic curable composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14293280A JPS5767610A (en) | 1980-10-15 | 1980-10-15 | Anaerobic curable composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5767610A JPS5767610A (en) | 1982-04-24 |
| JPS6410533B2 true JPS6410533B2 (OSRAM) | 1989-02-22 |
Family
ID=15326989
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14293280A Granted JPS5767610A (en) | 1980-10-15 | 1980-10-15 | Anaerobic curable composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5767610A (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0453827U (OSRAM) * | 1990-09-11 | 1992-05-08 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021070416A1 (ja) * | 2019-10-09 | 2021-04-15 | 昭和電工株式会社 | 熱硬化性樹脂組成物、その硬化物、及び該硬化物を含む構造体 |
-
1980
- 1980-10-15 JP JP14293280A patent/JPS5767610A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0453827U (OSRAM) * | 1990-09-11 | 1992-05-08 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5767610A (en) | 1982-04-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4174311A (en) | Hardenable composition containing diisopropylbenzene dihydroperoxide | |
| WO1984003097A1 (fr) | COMPOSITION ADHESIVE INSTANTANEE A BASE D'alpha-CYANOACRYLATE | |
| US4581427A (en) | Two part self-indicating adhesive composition | |
| JPH03240712A (ja) | プライマー組成物 | |
| US5290172A (en) | Method for preparing a tooth surface for bonding | |
| WO2012097186A1 (en) | Low temperature curable adhesive compositions | |
| AU646148B2 (en) | Air-activatable polymerisable compositions | |
| JPWO2008053990A1 (ja) | シランカップリング剤および酸性基含有重合性単量体を含む１液性歯科用組成物 | |
| BR112016021419B1 (pt) | Composição curável | |
| JPS6410533B2 (OSRAM) | ||
| US4340532A (en) | Adhesive compositions containing alkoxy alkyl acrylates or methacrylates | |
| JPH0216784B2 (OSRAM) | ||
| WO2005082912A1 (en) | Aqueous-based adhesive for bonding low surface energy substrates | |
| CA2606748A1 (en) | Adhesives for metal bonding applications | |
| GB1576483A (en) | Adhesives and sealing compositions hardening with the exclusion of oxygen | |
| JP2021500459A (ja) | シアノアクリレート組成物 | |
| JPS6136152A (ja) | 鉄筋用防錆剤組成物 | |
| US20150020965A1 (en) | Low Temperature Curable Adhesive Compositions | |
| JPS5823866A (ja) | 保存安定性に優れた接着剤組成物 | |
| JPH035433B2 (OSRAM) | ||
| EP0087304A1 (en) | Non-aqueous compositions, method of making them, use thereof as or in adhesives, and article adhered therewith | |
| US4510270A (en) | Anaerobic adhesives having excellent adhesive property and preservative stability | |
| JPS6410534B2 (OSRAM) | ||
| Sideridou et al. | Copolymerization kinetics of dental dimethacrylate resins initiated by a benzoyl peroxide/amine redox system | |
| WO2004061030A1 (en) | Toughened cyanoacrylate compositions |