KR20240169044A - 증기-공간 응용을 위한 방오제 조성물 - Google Patents
증기-공간 응용을 위한 방오제 조성물 Download PDFInfo
- Publication number
- KR20240169044A KR20240169044A KR1020247035705A KR20247035705A KR20240169044A KR 20240169044 A KR20240169044 A KR 20240169044A KR 1020247035705 A KR1020247035705 A KR 1020247035705A KR 20247035705 A KR20247035705 A KR 20247035705A KR 20240169044 A KR20240169044 A KR 20240169044A
- Authority
- KR
- South Korea
- Prior art keywords
- tetramethylpiperidin
- alkyl
- composition
- aryl
- hydroxy
- 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
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- 239000000203 mixture Substances 0.000 title claims abstract description 137
- 230000003373 anti-fouling effect Effects 0.000 title description 2
- 239000003112 inhibitor Substances 0.000 claims abstract description 149
- 150000001875 compounds Chemical class 0.000 claims abstract description 124
- 239000000178 monomer Substances 0.000 claims abstract description 80
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 71
- 238000000034 method Methods 0.000 claims abstract description 47
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 44
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims abstract description 32
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 22
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 22
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims abstract description 20
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 20
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 14
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims abstract description 13
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229930192627 Naphthoquinone Natural products 0.000 claims abstract description 11
- 150000002791 naphthoquinones Chemical class 0.000 claims abstract description 11
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 92
- 125000003118 aryl group Chemical group 0.000 claims description 88
- 125000003342 alkenyl group Chemical group 0.000 claims description 32
- 125000000304 alkynyl group Chemical group 0.000 claims description 32
- 125000002947 alkylene group Chemical group 0.000 claims description 28
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 28
- -1 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl palmitoate Chemical compound 0.000 claims description 23
- 229910052799 carbon Inorganic materials 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000000126 substance Substances 0.000 claims description 12
- 239000003960 organic solvent Substances 0.000 claims description 10
- CRGBPDJWOLULDY-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) acetate Chemical group CC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 CRGBPDJWOLULDY-UHFFFAOYSA-N 0.000 claims description 8
- LWCZNAZAGWATIU-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) propanoate Chemical compound CCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 LWCZNAZAGWATIU-UHFFFAOYSA-N 0.000 claims description 8
- FSWDLYNGJBGFJH-UHFFFAOYSA-N n,n'-di-2-butyl-1,4-phenylenediamine Chemical compound CCC(C)NC1=CC=C(NC(C)CC)C=C1 FSWDLYNGJBGFJH-UHFFFAOYSA-N 0.000 claims description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- HIXGOXFLKRLFHN-UHFFFAOYSA-N 4-decoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound C(CCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C HIXGOXFLKRLFHN-UHFFFAOYSA-N 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- RPWZCUAKFWYKQD-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) butanoate Chemical compound CCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 RPWZCUAKFWYKQD-UHFFFAOYSA-N 0.000 claims description 5
- CSGAUKGQUCHWDP-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical group CC1(C)CC(O)CC(C)(C)N1O CSGAUKGQUCHWDP-UHFFFAOYSA-N 0.000 claims description 5
- ZEMODTUZIWTRPF-UHFFFAOYSA-N 1-n,4-n-diethylbenzene-1,4-diamine Chemical compound CCNC1=CC=C(NCC)C=C1 ZEMODTUZIWTRPF-UHFFFAOYSA-N 0.000 claims description 5
- BQCPAKBDPLFSFR-UHFFFAOYSA-N 4-n-tert-butyl-1-n-phenylbenzene-1,4-diamine Chemical compound C1=CC(NC(C)(C)C)=CC=C1NC1=CC=CC=C1 BQCPAKBDPLFSFR-UHFFFAOYSA-N 0.000 claims description 5
- UTGQNNCQYDRXCH-UHFFFAOYSA-N N,N'-diphenyl-1,4-phenylenediamine Chemical compound C=1C=C(NC=2C=CC=CC=2)C=CC=1NC1=CC=CC=C1 UTGQNNCQYDRXCH-UHFFFAOYSA-N 0.000 claims description 5
- PHXZIYJZTHCVIJ-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) pentanoate Chemical compound CCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 PHXZIYJZTHCVIJ-UHFFFAOYSA-N 0.000 claims description 4
- RVWJIVLFXACVCQ-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OC1CC(C)(C)N(O)C(C)(C)C1 RVWJIVLFXACVCQ-UHFFFAOYSA-N 0.000 claims description 3
- JURKUHPHNMPLCP-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) 4-tert-butylbenzoate Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)OC1CC(C)(C)N(O)C(C)(C)C1 JURKUHPHNMPLCP-UHFFFAOYSA-N 0.000 claims description 3
- DRFYZAIGLPMIOS-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) benzoate Chemical compound C1C(C)(C)N(O)C(C)(C)CC1OC(=O)C1=CC=CC=C1 DRFYZAIGLPMIOS-UHFFFAOYSA-N 0.000 claims description 3
- JPLQYOHKBRYLRC-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) decanoate Chemical compound CCCCCCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 JPLQYOHKBRYLRC-UHFFFAOYSA-N 0.000 claims description 3
- INRCVSQVKBBYEK-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) docosanoate Chemical compound C(CCCCCCCCCCCCCCCCCCCCC)(=O)OC1CC(N(C(C1)(C)C)O)(C)C INRCVSQVKBBYEK-UHFFFAOYSA-N 0.000 claims description 3
- WIGDVUJSSUHFOF-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 WIGDVUJSSUHFOF-UHFFFAOYSA-N 0.000 claims description 3
- YZDGRXVPXBDMAE-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) heptanoate Chemical compound CCCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 YZDGRXVPXBDMAE-UHFFFAOYSA-N 0.000 claims description 3
- PXMZKCNGWBTGOH-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) hexanoate Chemical compound CCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 PXMZKCNGWBTGOH-UHFFFAOYSA-N 0.000 claims description 3
- AOHSJXZXNCTVMB-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) nonanoate Chemical compound CCCCCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 AOHSJXZXNCTVMB-UHFFFAOYSA-N 0.000 claims description 3
- IYKZUARSRNSVTC-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 IYKZUARSRNSVTC-UHFFFAOYSA-N 0.000 claims description 3
- VZSCEEGBKGDYGI-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) octanoate Chemical compound CCCCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 VZSCEEGBKGDYGI-UHFFFAOYSA-N 0.000 claims description 3
- JADXGUWILUCCPA-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) undecanoate Chemical compound CCCCCCCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 JADXGUWILUCCPA-UHFFFAOYSA-N 0.000 claims description 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 3
- KAYGGEPQBFMSRM-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-naphthalen-2-yloxypiperidine Chemical compound CC1(N(C(CC(C1)OC1=CC2=CC=CC=C2C=C1)(C)C)O)C KAYGGEPQBFMSRM-UHFFFAOYSA-N 0.000 claims description 3
- IBLAHZOCODLTDZ-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-nonoxypiperidine Chemical compound C(CCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C IBLAHZOCODLTDZ-UHFFFAOYSA-N 0.000 claims description 3
- ANLPBURERJMAGM-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-octadecoxypiperidine Chemical compound CCCCCCCCCCCCCCCCCCOC1CC(C)(C)N(O)C(C)(C)C1 ANLPBURERJMAGM-UHFFFAOYSA-N 0.000 claims description 3
- ZUIAITMMDHOTBK-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-octoxypiperidine Chemical compound CCCCCCCCOC1CC(C)(C)N(O)C(C)(C)C1 ZUIAITMMDHOTBK-UHFFFAOYSA-N 0.000 claims description 3
- WIQDLHOPUJLCRV-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-pentadecoxypiperidine Chemical compound C(CCCCCCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C WIQDLHOPUJLCRV-UHFFFAOYSA-N 0.000 claims description 3
- ZASXPYIMQBVZJU-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-pentoxypiperidine Chemical compound CCCCCOC1CC(C)(C)N(O)C(C)(C)C1 ZASXPYIMQBVZJU-UHFFFAOYSA-N 0.000 claims description 3
- LAGBNUOYSZDXFB-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-phenoxypiperidine Chemical compound C1C(C)(C)N(O)C(C)(C)CC1OC1=CC=CC=C1 LAGBNUOYSZDXFB-UHFFFAOYSA-N 0.000 claims description 3
- BXGUTTFOYJLXCS-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-phenylmethoxypiperidine Chemical compound C1C(C)(C)N(O)C(C)(C)CC1OCC1=CC=CC=C1 BXGUTTFOYJLXCS-UHFFFAOYSA-N 0.000 claims description 3
- QDNPLNOHUNPYHZ-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-propoxypiperidine Chemical compound CCCOC1CC(C)(C)N(O)C(C)(C)C1 QDNPLNOHUNPYHZ-UHFFFAOYSA-N 0.000 claims description 3
- ZGIOLSJMGOIPBY-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-tetradecoxypiperidine Chemical compound C(CCCCCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C ZGIOLSJMGOIPBY-UHFFFAOYSA-N 0.000 claims description 3
- BEALFQQKLNABIY-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-tridecoxypiperidine Chemical compound CCCCCCCCCCCCCOC1CC(C)(C)N(O)C(C)(C)C1 BEALFQQKLNABIY-UHFFFAOYSA-N 0.000 claims description 3
- IEDZXSQXAWSYBX-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-undecoxypiperidine Chemical compound C(CCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C IEDZXSQXAWSYBX-UHFFFAOYSA-N 0.000 claims description 3
- AYXQMTDHNKHACK-UHFFFAOYSA-N 1-hydroxy-4-icosoxy-2,2,6,6-tetramethylpiperidine Chemical compound C(CCCCCCCCCCCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C AYXQMTDHNKHACK-UHFFFAOYSA-N 0.000 claims description 3
- KRNWYBIEWUXCOB-UHFFFAOYSA-N 1-hydroxy-4-methoxy-2,2,6,6-tetramethylpiperidine Chemical compound COC1CC(C)(C)N(O)C(C)(C)C1 KRNWYBIEWUXCOB-UHFFFAOYSA-N 0.000 claims description 3
- PVRZMTHMPKVOBP-UHFFFAOYSA-N 1-n,4-n-dimethylbenzene-1,4-diamine Chemical compound CNC1=CC=C(NC)C=C1 PVRZMTHMPKVOBP-UHFFFAOYSA-N 0.000 claims description 3
- OJNXTMASBDMLPH-UHFFFAOYSA-N 4-butoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound CCCCOC1CC(C)(C)N(O)C(C)(C)C1 OJNXTMASBDMLPH-UHFFFAOYSA-N 0.000 claims description 3
- WMCZNOFEHUOQQH-UHFFFAOYSA-N 4-docosoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound C(CCCCCCCCCCCCCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C WMCZNOFEHUOQQH-UHFFFAOYSA-N 0.000 claims description 3
- OSDZNDSXRFNHGJ-UHFFFAOYSA-N 4-dodecoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound C(CCCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C OSDZNDSXRFNHGJ-UHFFFAOYSA-N 0.000 claims description 3
- AHPXMHKEFQCGBY-UHFFFAOYSA-N 4-ethoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound CCOC1CC(C)(C)N(O)C(C)(C)C1 AHPXMHKEFQCGBY-UHFFFAOYSA-N 0.000 claims description 3
- TTXJXJVFLCMYOZ-UHFFFAOYSA-N 4-henicosoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound C(CCCCCCCCCCCCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C TTXJXJVFLCMYOZ-UHFFFAOYSA-N 0.000 claims description 3
- DVWGFQFFSRPQPX-UHFFFAOYSA-N 4-heptadecoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound C(CCCCCCCCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C DVWGFQFFSRPQPX-UHFFFAOYSA-N 0.000 claims description 3
- DZIKTELBGJZJFV-UHFFFAOYSA-N 4-heptoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound N1(C(CC(CC1(C)C)OCCCCCCC)(C)C)O DZIKTELBGJZJFV-UHFFFAOYSA-N 0.000 claims description 3
- PRHOGLCHNQMNIF-UHFFFAOYSA-N 4-hexadecoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound C(CCCCCCCCCCCCCCC)OC1CC(N(C(C1)(C)C)O)(C)C PRHOGLCHNQMNIF-UHFFFAOYSA-N 0.000 claims description 3
- ZTWFIACMFQQQGB-UHFFFAOYSA-N 4-hexoxy-1-hydroxy-2,2,6,6-tetramethylpiperidine Chemical compound CCCCCCOC1CC(C)(C)N(O)C(C)(C)C1 ZTWFIACMFQQQGB-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 abstract description 7
- 150000002734 metacrylic acid derivatives Chemical class 0.000 abstract description 6
- 239000000243 solution Substances 0.000 description 17
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 150000003254 radicals Chemical class 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000004821 distillation Methods 0.000 description 9
- 230000005764 inhibitory process Effects 0.000 description 9
- 239000007788 liquid Substances 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 238000000746 purification Methods 0.000 description 5
- 229940105324 1,2-naphthoquinone Drugs 0.000 description 4
- VUZNLSBZRVZGIK-UHFFFAOYSA-N 2,2,6,6-Tetramethyl-1-piperidinol Chemical group CC1(C)CCCC(C)(C)N1O VUZNLSBZRVZGIK-UHFFFAOYSA-N 0.000 description 4
- RDQSIADLBQFVMY-UHFFFAOYSA-N 2,6-Di-tert-butylbenzoquinone Chemical compound CC(C)(C)C1=CC(=O)C=C(C(C)(C)C)C1=O RDQSIADLBQFVMY-UHFFFAOYSA-N 0.000 description 4
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 description 4
- UZFMOKQJFYMBGY-UHFFFAOYSA-N 4-hydroxy-TEMPO Chemical group CC1(C)CC(O)CC(C)(C)N1[O] UZFMOKQJFYMBGY-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 230000002028 premature Effects 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- NCCTVAJNFXYWTM-UHFFFAOYSA-N 2-tert-butylcyclohexa-2,5-diene-1,4-dione Chemical compound CC(C)(C)C1=CC(=O)C=CC1=O NCCTVAJNFXYWTM-UHFFFAOYSA-N 0.000 description 3
- WSGDRFHJFJRSFY-UHFFFAOYSA-N 4-oxo-TEMPO Chemical group CC1(C)CC(=O)CC(C)(C)N1[O] WSGDRFHJFJRSFY-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 3
- 229960001826 dimethylphthalate Drugs 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 2
- KMEUSKGEUADGET-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)N1O KMEUSKGEUADGET-UHFFFAOYSA-N 0.000 description 2
- DDXYWFGBQZICBD-UHFFFAOYSA-N 2,6-di(propan-2-yl)cyclohexa-2,5-diene-1,4-dione Chemical compound CC(C)C1=CC(=O)C=C(C(C)C)C1=O DDXYWFGBQZICBD-UHFFFAOYSA-N 0.000 description 2
- NBCLNRHKDIQEEO-UHFFFAOYSA-N 2,6-didecylcyclohexa-2,5-diene-1,4-dione Chemical compound CCCCCCCCCCC1=CC(=O)C=C(CCCCCCCCCC)C1=O NBCLNRHKDIQEEO-UHFFFAOYSA-N 0.000 description 2
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- C07C7/20—Use of additives, e.g. for stabilisation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
- C08F2/40—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using retarding agents
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/12—Alkadienes
- C07C11/16—Alkadienes with four carbon atoms
- C07C11/167—1, 3-Butadiene
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/12—Alkadienes
- C07C11/173—Alkadienes with five carbon atoms
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
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- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/44—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/44—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond
- C07C15/46—Styrene; Ring-alkylated styrenes
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/06—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms of an acyclic and unsaturated carbon skeleton
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- C07C255/08—Acrylonitrile; Methacrylonitrile
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/50—Use of additives, e.g. for stabilisation
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
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- C07C57/04—Acrylic acid; Methacrylic acid
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- C07C67/62—Use of additives, e.g. for stabilisation
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- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
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- C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
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- Polymers & Plastics (AREA)
- Hydrogenated Pyridines (AREA)
- Polymerisation Methods In General (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
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| TW202348786A (zh) | 2022-04-01 | 2023-12-16 | 美商藝康美國公司 | 用於蒸氣空間應用之防汙劑組成物 |
| TW202348787A (zh) * | 2022-04-01 | 2023-12-16 | 美商藝康美國公司 | 用於乙烯系單體流之高苛刻度加工的防汙劑組成物 |
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| GB590680A (en) | 1942-03-25 | 1947-07-25 | British Thomson Houston Co Ltd | Improvements in and relating to coating compositions |
| US2642410A (en) | 1947-02-24 | 1953-06-16 | Libbey Owens Ford Glass Co | Polymerization in the presence of organic hydroperoxide and metal salt drier |
| GB688206A (en) | 1949-05-24 | 1953-03-04 | Addage Ltd | Improvements in and relating to the production of chlorine dioxide |
| US3445312A (en) | 1965-05-28 | 1969-05-20 | Fmc Corp | Method for making laminated structures |
| US3697470A (en) | 1969-05-21 | 1972-10-10 | Dorothy S Albert | N-alkyl-n-arylhydroxylamines as shortstopping agents and popcorn polymer inhibitors |
| US3632564A (en) | 1970-07-08 | 1972-01-04 | Harry Elmer Albert | Process for inhibiting popcorn polymer formation |
| US3816077A (en) | 1971-05-21 | 1974-06-11 | Hooker Chemical Corp | Chlorine dioxide generating system |
| US4079123A (en) | 1976-12-30 | 1978-03-14 | Hooker Chemicals & Plastics Corporation | Process for the production of chlorine dioxide |
| US4216195A (en) | 1978-05-19 | 1980-08-05 | Hooker Chemicals & Plastics Corp. | Production of chlorine dioxide having low chlorine content |
| SU957153A1 (ru) | 1978-11-28 | 1982-09-07 | Предприятие П/Я А-7850 | Светочувствительна композици дл сухих пленочных фоторезистов |
| CA1171238A (en) | 1980-11-17 | 1984-07-24 | Erco Industries Limited | Chlorine dioxide production using mixed acid feed |
| GB2093464B (en) | 1981-02-24 | 1984-09-05 | Hercules Inc | Chemically-initiated inverse emulsion polymerizations |
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| CA3246198A1 (en) | 2023-10-05 |
| US12304980B2 (en) | 2025-05-20 |
| CN118973999A (zh) | 2024-11-15 |
| JP2025511203A (ja) | 2025-04-15 |
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