JPH04108805A - Agent for preventing deposition of polymer scale and method for preventing deposition thereof - Google Patents
Agent for preventing deposition of polymer scale and method for preventing deposition thereofInfo
- Publication number
- JPH04108805A JPH04108805A JP22552890A JP22552890A JPH04108805A JP H04108805 A JPH04108805 A JP H04108805A JP 22552890 A JP22552890 A JP 22552890A JP 22552890 A JP22552890 A JP 22552890A JP H04108805 A JPH04108805 A JP H04108805A
- Authority
- JP
- Japan
- Prior art keywords
- polymerization
- polymer scale
- polymer
- vinyl chloride
- polymerization vessel
- 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
- 229920000642 polymer Polymers 0.000 title claims abstract description 66
- 238000000034 method Methods 0.000 title claims description 27
- 230000008021 deposition Effects 0.000 title abstract description 5
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 82
- 239000000178 monomer Substances 0.000 claims abstract description 31
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229920005610 lignin Polymers 0.000 claims abstract description 19
- 239000000049 pigment Substances 0.000 claims abstract description 10
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 9
- 239000005017 polysaccharide Substances 0.000 claims abstract description 9
- 150000004676 glycans Chemical class 0.000 claims abstract 4
- 238000000576 coating method Methods 0.000 claims description 58
- 239000011248 coating agent Substances 0.000 claims description 56
- 239000003112 inhibitor Substances 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- 229930192627 Naphthoquinone Natural products 0.000 claims description 7
- 150000002791 naphthoquinones Chemical class 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 abstract description 7
- RQNVIKXOOKXAJQ-UHFFFAOYSA-N naphthazarin Chemical compound O=C1C=CC(=O)C2=C1C(O)=CC=C2O RQNVIKXOOKXAJQ-UHFFFAOYSA-N 0.000 abstract description 6
- 241001071917 Lithospermum Species 0.000 abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 4
- NEZONWMXZKDMKF-JTQLQIEISA-N Alkannin Chemical compound C1=CC(O)=C2C(=O)C([C@@H](O)CC=C(C)C)=CC(=O)C2=C1O NEZONWMXZKDMKF-JTQLQIEISA-N 0.000 abstract description 3
- 229920000945 Amylopectin Polymers 0.000 abstract description 3
- 229920000856 Amylose Polymers 0.000 abstract description 3
- UNNKKUDWEASWDN-UHFFFAOYSA-N alkannin Natural products CC(=CCC(O)c1cc(O)c2C(=O)C=CC(=O)c2c1O)C UNNKKUDWEASWDN-UHFFFAOYSA-N 0.000 abstract description 3
- 235000013808 oxidized starch Nutrition 0.000 abstract description 3
- 239000001254 oxidized starch Substances 0.000 abstract description 3
- 229930082768 natural naphthoquinone Natural products 0.000 abstract 2
- 238000002845 discoloration Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 20
- 229920002678 cellulose Polymers 0.000 description 11
- 239000001913 cellulose Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 238000002474 experimental method Methods 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 8
- 239000003505 polymerization initiator Substances 0.000 description 8
- -1 protopectin Polymers 0.000 description 8
- 229920002472 Starch Polymers 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 230000005484 gravity Effects 0.000 description 6
- 230000002265 prevention Effects 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 235000019698 starch Nutrition 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 150000004804 polysaccharides Chemical class 0.000 description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- 239000008107 starch Substances 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 229920000609 methyl cellulose Polymers 0.000 description 4
- 239000001923 methylcellulose Substances 0.000 description 4
- 235000010981 methylcellulose Nutrition 0.000 description 4
- 238000010557 suspension polymerization reaction Methods 0.000 description 4
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-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
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- XDYVXNBHXJGNGT-UHFFFAOYSA-N 5,8-dihydroxy-2,7-dimethylnaphthalene-1,4-dione Chemical compound C1=C(C)C(O)=C2C(=O)C(C)=CC(=O)C2=C1O XDYVXNBHXJGNGT-UHFFFAOYSA-N 0.000 description 2
- YKPXIWHBRBFRQM-UHFFFAOYSA-N 5,8-dihydroxy-2-methylnaphthalene-1,4-dione Chemical compound C1=CC(O)=C2C(=O)C(C)=CC(=O)C2=C1O YKPXIWHBRBFRQM-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 229920002101 Chitin Polymers 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- MLJSWPZNTYSITR-UHFFFAOYSA-N Eucleolatin Natural products CC1=CC(=O)c2c(O)cc(C3=C(C)C(=O)c4c(O)ccc(O)c4C3=O)c(O)c2C1=O MLJSWPZNTYSITR-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- BVRYLTBIGIAADD-MRXNPFEDSA-N Isobutylshikonin Chemical compound C1=CC(O)=C2C(=O)C([C@@H](CC=C(C)C)OC(=O)C(C)C)=CC(=O)C2=C1O BVRYLTBIGIAADD-MRXNPFEDSA-N 0.000 description 2
- MJVAVZPDRWSRRC-UHFFFAOYSA-N Menadione Chemical compound C1=CC=C2C(=O)C(C)=CC(=O)C2=C1 MJVAVZPDRWSRRC-UHFFFAOYSA-N 0.000 description 2
- 229920000715 Mucilage Polymers 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 229920002230 Pectic acid Polymers 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- OHRCEQTZXISPOL-UHFFFAOYSA-N Teracryl-shikonin Natural products C1=CC(O)=C2C(=O)C(C(OC(=O)CC(C)=C(C)C)CC=C(C)C)=CC(=O)C2=C1O OHRCEQTZXISPOL-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- WNFXUXZJJKTDOZ-HNNXBMFYSA-N [(1s)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate Chemical compound C1=CC(O)=C2C(=O)C([C@@H](OC(C)=O)CC=C(C)C)=CC(=O)C2=C1O WNFXUXZJJKTDOZ-HNNXBMFYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 235000010443 alginic acid Nutrition 0.000 description 2
- 239000000783 alginic acid Substances 0.000 description 2
- 229920000615 alginic acid Polymers 0.000 description 2
- 229960001126 alginic acid Drugs 0.000 description 2
- 150000004781 alginic acids Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 2
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical class OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 2
- BVRYLTBIGIAADD-UHFFFAOYSA-N isobutyryl shikonin Natural products C1=CC(O)=C2C(=O)C(C(CC=C(C)C)OC(=O)C(C)C)=CC(=O)C2=C1O BVRYLTBIGIAADD-UHFFFAOYSA-N 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- CSFWPUWCSPOLJW-UHFFFAOYSA-N lawsone Chemical compound C1=CC=C2C(=O)C(O)=CC(=O)C2=C1 CSFWPUWCSPOLJW-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- ZFXYVCPRQYVJDR-UHFFFAOYSA-N naphtopurpurine Natural products C1=CC(O)=C2C(=O)C(O)=CC(=O)C2=C1O ZFXYVCPRQYVJDR-UHFFFAOYSA-N 0.000 description 2
- MBDIPBHBEVOYQB-UHFFFAOYSA-N nigerone Chemical compound O1C(C)=CC(=O)C2=C1C(C1=C3C(C(C=C(C)O3)=O)=C(O)C3=C(OC)C=C(C=C31)OC)=C1C=C(OC)C=C(OC)C1=C2O MBDIPBHBEVOYQB-UHFFFAOYSA-N 0.000 description 2
- 239000003002 pH adjusting agent Substances 0.000 description 2
- LCLHHZYHLXDRQG-ZNKJPWOQSA-N pectic acid Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)O[C@H](C(O)=O)[C@@H]1OC1[C@H](O)[C@@H](O)[C@@H](OC2[C@@H]([C@@H](O)[C@@H](O)[C@H](O2)C(O)=O)O)[C@@H](C(O)=O)O1 LCLHHZYHLXDRQG-ZNKJPWOQSA-N 0.000 description 2
- JYVLIDXNZAXMDK-UHFFFAOYSA-N pentan-2-ol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- VCMMXZQDRFWYSE-UHFFFAOYSA-N plumbagin Chemical compound C1=CC=C2C(=O)C(C)=CC(=O)C2=C1O VCMMXZQDRFWYSE-UHFFFAOYSA-N 0.000 description 2
- 239000010318 polygalacturonic acid Substances 0.000 description 2
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- WNFXUXZJJKTDOZ-UHFFFAOYSA-N shikonin acetate Natural products C1=CC(O)=C2C(=O)C(C(OC(C)=O)CC=C(C)C)=CC(=O)C2=C1O WNFXUXZJJKTDOZ-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
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- 239000000126 substance Substances 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000011782 vitamin Substances 0.000 description 2
- 229940088594 vitamin Drugs 0.000 description 2
- 229930003231 vitamin Natural products 0.000 description 2
- 235000013343 vitamin Nutrition 0.000 description 2
- 150000003722 vitamin derivatives Chemical class 0.000 description 2
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 1
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- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- DBTMGCOVALSLOR-DEVYUCJPSA-N (2s,3r,4s,5r,6r)-4-[(2s,3r,4s,5r,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](CO)O[C@H](O)[C@@H]2O)O)O[C@H](CO)[C@H]1O DBTMGCOVALSLOR-DEVYUCJPSA-N 0.000 description 1
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- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
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- ZACVGCNKGYYQHA-UHFFFAOYSA-N 2-ethylhexoxycarbonyloxy 2-ethylhexyl carbonate Chemical compound CCCCC(CC)COC(=O)OOC(=O)OCC(CC)CCCC ZACVGCNKGYYQHA-UHFFFAOYSA-N 0.000 description 1
- NUIZZJWNNGJSGL-UHFFFAOYSA-N 2-phenylpropan-2-yl 2,2-dimethyloctaneperoxoate Chemical compound CCCCCCC(C)(C)C(=O)OOC(C)(C)c1ccccc1 NUIZZJWNNGJSGL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- OTXGSPSPNOHVKI-UHFFFAOYSA-N 3-Acetyl-2-hydroxy-naphthazarin Natural products CC(=O)C1=C(O)C(=O)c2c(O)ccc(O)c2C1=O OTXGSPSPNOHVKI-UHFFFAOYSA-N 0.000 description 1
- VXVUDUCBEZFQGY-UHFFFAOYSA-N 4,4-dimethylpentanenitrile Chemical compound CC(C)(C)CCC#N VXVUDUCBEZFQGY-UHFFFAOYSA-N 0.000 description 1
- LBKMJZAKWQTTHC-UHFFFAOYSA-N 4-methyldioxolane Chemical compound CC1COOC1 LBKMJZAKWQTTHC-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Polymerisation Methods In General (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、塩化ビニル単量体または塩化ビニルを主体と
する単量体混合物の重合用の重合体スケール付着防止剤
および重合体スケールの付着防止方法に関する。Detailed Description of the Invention [Field of Industrial Application] The present invention provides a polymer scale adhesion inhibitor for the polymerization of vinyl chloride monomer or a monomer mixture mainly composed of vinyl chloride, and a polymer scale adhesion prevention agent. Regarding prevention methods.
重合器内で単量体を重合して重合体を製造する方法にお
いては、重合体が重合器内壁面などにスケールとして付
着する問題が知られている。BACKGROUND ART In a method of producing a polymer by polymerizing monomers in a polymerization vessel, there is a known problem that the polymer adheres as scale to the inner wall surface of the polymerization vessel.
重合体スケールが重合器内壁面などに付着すると、重合
体の収率低下、重合器の冷却能力の低下、および付着し
た重合体スケールが剥離して製品に混入することによる
製品重合体の品質低下などを招き、さらに重合体スケー
ルの除去に多大の労力と時間が必要になるなどの不利が
生じる。その上、重合体スケールは未反応単量体を含ん
でいるので、作業者がこれにさらされ、身体障害を引き
起こす恐れもある。When polymer scale adheres to the inner wall surface of the polymerization vessel, the yield of the polymer decreases, the cooling capacity of the polymerization vessel decreases, and the quality of the product polymer decreases due to the adhered polymer scale peeling off and contaminating the product. In addition, there are disadvantages such as a great deal of effort and time required to remove the polymer scale. Moreover, the polymer scale contains unreacted monomers, which can expose workers and cause physical injury.
従来、エチレン性二重結合を有する単量体の重合におい
て重合器内壁面などへの重合体スケールの付着を防止す
る方法としては、適当な物質を重合体スケール付着防止
剤として重合器内壁面などに塗布する方法が知られてい
る。Conventionally, in the polymerization of monomers having ethylenic double bonds, the method of preventing polymer scale from adhering to the inner wall surface of the polymerization vessel, etc. is to use a suitable substance as a polymer scale adhesion inhibitor. There is a known method of applying it to
重合体スケール付着防止剤として適当な物質としては、
例えば、特公昭45−30835号公報に記載された染
料および顔料などがある。Substances suitable as polymer scale adhesion inhibitors include:
For example, there are dyes and pigments described in Japanese Patent Publication No. 45-30835.
ところで、最近、塩化ビニル系重合体の成形品、特に透
明シート、ボトルなどについては、外観上および機械的
物性の点から、着色度、フィッシュアイ、嵩比重、ゲル
化速度、初期着色、熱安定性等の諸物性に対するユーザ
ーからの品質向上の要求が一層高まってきている。この
ため、得られる重合体の諸物性に悪影響を与えない重合
体スケール付着防止剤の開発が望まれている。By the way, recently, molded products of vinyl chloride polymers, especially transparent sheets, bottles, etc., have been improved in terms of appearance and mechanical properties, such as degree of coloration, fish eyes, bulk specific gravity, gelation rate, initial coloration, and thermal stability. Demand from users for quality improvements in various physical properties such as properties is increasing. Therefore, it is desired to develop a polymer scale adhesion inhibitor that does not adversely affect the physical properties of the resulting polymer.
しかしながら、前記の染料や顔料を重合体スケール付着
防止剤として使用した場合には、下記の(i)、(ii
)に示すように、製品重合体の諸物性に対する悪影響を
与える。However, when the above dyes and pigments are used as polymer scale adhesion inhibitors, the following (i) and (ii)
), it has an adverse effect on the physical properties of the product polymer.
(i)重合体スケール付着防止剤からなる塗膜が溶解し
易いため、得られる製品重合体が着色されたり、嵩比重
が低下したりする。(i) Since the coating film made of the polymer scale adhesion inhibitor is easily dissolved, the resulting product polymer may be colored or its bulk specific gravity may be reduced.
(11)塗膜の重合器内壁面への付着力が弱いため、重
合時に塗膜が剥離して部分的に消失し、そこにスケール
が付着することにより、得られた重合体をシート等の成
形品に加工したときにフィンシュアイ増加の原因となる
。(11) Due to the weak adhesion of the coating film to the inner wall surface of the polymerization vessel, the coating film peels off and partially disappears during polymerization, and scale adheres there, resulting in the resulting polymer being transferred to sheets, etc. When processed into molded products, it causes an increase in fins eye.
本発明の目的は、塩化ビニルまたは塩化ビニルを主体と
する単量体混合物の重合または共重合において、重合体
スケールの付着を常に効果的に防止することができる上
、着色度が顕著に小さく、かつ成形品におけるフィンシ
ュアイが非常に少ない高品質の製品重合体を得ることが
できる重合体スケール付着防止剤および重合体スケール
の付着防止方法を提供することにある。The object of the present invention is to be able to always effectively prevent the adhesion of polymer scale in the polymerization or copolymerization of vinyl chloride or a monomer mixture mainly composed of vinyl chloride, and to have a significantly low degree of coloration. Another object of the present invention is to provide a polymer scale adhesion inhibitor and a method for preventing polymer scale adhesion, which can obtain a high-quality product polymer with very little fins in a molded article.
すなわち、本発明は、前記目的を達成するものとして、
(A)ナフトキノン系天然色素および
CB)多糖類およびリグニン類からなる群から選ばれる
少なくとも一種を含有する、塩化ビニル単量体または塩
化ビニルを主体とする単量体混合物の重合用の重合体ス
ケール付着防止剤を提供する。That is, the present invention achieves the above object by using a vinyl chloride monomer or vinyl chloride containing at least one member selected from the group consisting of (A) naphthoquinone natural pigments and CB) polysaccharides and lignins. A polymer scale anti-adhesion agent for polymerization of a monomer mixture based on the present invention is provided.
また、本発明は、塩化ビニル単量体または塩化ビニルを
主体とする単量体混合物の重合器内における重合におい
て重合体スケールの付着を防止する方法であって、予め
、重合器内壁面に、前記(^)、(B)両成分を含有し
てなる塗膜が形成されている重合器内で、前記重合を行
う工程を有する重合体スケールの付着防止方法を提供す
る。The present invention also provides a method for preventing the adhesion of polymer scale during polymerization of a vinyl chloride monomer or a monomer mixture mainly composed of vinyl chloride in a polymerization vessel, the method comprising: Provided is a method for preventing the adhesion of polymer scale, which comprises the step of carrying out the polymerization in a polymerization vessel in which a coating film containing both the components (^) and (B) is formed.
(A フトキノン二 外包、
本発明の重合体スケール付着防止剤の(A)成分である
ナフトキノン系天然色素としては、6−メチル−14−
ナフトキノン、2−メチル−1,4−ナフトキノン、ロ
ーソン、ニゲロン、プルンバギン、アルカンニン、エキ
ツクロームA、スビノクロームA、ビタミンに1、ビタ
ミンに2、ナフタザリン、2.3−ジヒドロキシナフタ
ザリン、2−メチルナフタザリン、2−ヒドロキシナフ
タザリン、2−ヒドロキシ−3−メチルナフタザリン、
2−ヒドロキシ−3−エチルナフタザリン、2−ヒドロ
キシ−3−アセチルナフタザリン、2,7−シメチルナ
フタザリン、アルカンナ、シコニン、アセチルシコニン
、イソブチルシコニン、β、β′−ジメチルアクリルシ
コニン、β−ヒドロキシイソワレルシコニン、テラクリ
ルシコニン、およびこれらの誘導体などが挙げられる。(A phthoquinone) The naphthoquinone natural pigment which is the component (A) of the polymer scale adhesion inhibitor of the present invention is 6-methyl-14-
Naphthoquinone, 2-methyl-1,4-naphthoquinone, Lawsone, Nigerone, Plumbagin, Alcannin, Equituchrome A, Subinochrome A, Vitamin 1, Vitamin 2, Naphthazarin, 2,3-Dihydroxynaphthazarin, 2-Methylnaphtha Zarin, 2-hydroxynaphthazarin, 2-hydroxy-3-methylnaphthazarin,
2-Hydroxy-3-ethylnaphthazarin, 2-hydroxy-3-acetylnaphthazarin, 2,7-dimethylnaphthazarin, alkanna, shikonin, acetylshikonin, isobutylshikonin, β, β'-dimethylacrylshikonin , β-hydroxyisowarelshikonin, teracrylshikonin, and derivatives thereof.
これらは一種単独でも二種以上を組合せても用いること
ができ、その組合せは適宜選択される。These can be used alone or in combination of two or more, and the combination is selected as appropriate.
これらのナフトキノン系天然色素のうち、特に好ましい
ものは、シコニン、アセチルシコニン、イソブチルシコ
ニン、β、β′−ジメチルアクリルシコニン、β−ヒド
ロキシイソワレルシコニン、テラクリルシコニン等のシ
コニン類、およびナフタザリン、2.3−ジヒドロキシ
ナフタザリン、2−メチルナフタザリン、2−ヒドロキ
シナフタザリン、2−ヒドロキシ−3−メチルナフタザ
リン、2−ヒドロキシ−3−エチルナフタザリン、2−
ヒドロキシ−3アセチルナフタザリン、2,7−シメチ
ルナフタザリン等のナフタザリン類である。これらのシ
コニン類およびナフタザリン類は、むらさき草の根(紫
根)を有機溶媒で抽出することにより得ることができる
。Among these naphthoquinone-based natural pigments, particularly preferred are shikonins such as shikonin, acetylshikonin, isobutylshikonin, β, β'-dimethylacrylshikonin, β-hydroxyisowallershikonin, and teracrylshikonin, and naphthazarin, 2 .3-Dihydroxynaphthazarin, 2-methylnaphthazarin, 2-hydroxynaphthazarin, 2-hydroxy-3-methylnaphthazarin, 2-hydroxy-3-ethylnaphthazarin, 2-
These are naphthazarins such as hydroxy-3 acetylnaphthazarin and 2,7-dimethylnaphthazarin. These shikonins and naphthazarins can be obtained by extracting the roots of purple roots (purple roots) with an organic solvent.
B び たは1 ニン
本発明の重合体スケール付着防止剤の(B)成分は、多
糖類およびリグニン類からなる群から選ばれる少なくと
も一種の成分である。Component (B) of the polymer scale adhesion inhibitor of the present invention is at least one component selected from the group consisting of polysaccharides and lignins.
多Ii類としては、アミロース、アミロペクチン、デキ
ストリン、酸化デンプン、アセチルデンプン、ニトロデ
ンプン、メチルデンプン、カルボキシメチルデンプン等
のデンプン類およびその誘導体;ペクチン、ペクチン酸
、プロトペクチン、ペクチニン酸、アルギン酸、ラミナ
リン、フコイジン、カラゲニン等のヒドロキシル基含有
植物性粘液質多糖類;ヒアルロン酸、コンドロイチン硫
酸、ヘパリン、ケラト硫酸、キチン、カロニン硫酸、リ
マコイチン硫酸等のヒドロキシル基含有動物性粘1質多
糖頻iメチルセルロース、エチルセルロース、カルボキ
シメチルセルロース、グリコールセルロース、ベンジル
セルロース、シアノエチルセルロース、セルロースのメ
チレンエーテル、トリフェニルメチルセルロース、ホル
ミルセルロース、酢酸セルロース、プロピオン酸セルロ
ース、酪酸セルロース、酢酸プロピオン酸セルロース、
スルホン酸セルロースエステル、カルバミン酸セルロー
スエステル、ニトロセルロース、リン酸セルロース、セ
ルロースキサントゲン酸塩等のセルロース誘導体:キシ
ラン、マンナン、アラボガラククン、ガラクタン、アラ
パン等のヘミセルロース類などが挙げられる。Polymer class Ii includes starches and their derivatives such as amylose, amylopectin, dextrin, oxidized starch, acetyl starch, nitrostarch, methyl starch, and carboxymethyl starch; pectin, pectic acid, protopectin, pectinic acid, alginic acid, laminarin, Hydroxyl group-containing vegetable mucilage polysaccharides such as fucoidin and carrageenan; hydroxyl group-containing animal mucilage polysaccharides such as hyaluronic acid, chondroitin sulfate, heparin, keratosulfate, chitin, caronin sulfate, and rimakoitin sulfate; methylcellulose, ethylcellulose, and carboxylic acid; Methyl cellulose, glycol cellulose, benzyl cellulose, cyanoethyl cellulose, methylene ether of cellulose, triphenyl methyl cellulose, formyl cellulose, cellulose acetate, cellulose propionate, cellulose butyrate, cellulose acetate propionate,
Cellulose derivatives such as cellulose sulfonate ester, cellulose carbamate ester, nitrocellulose, cellulose phosphate, and cellulose xanthate; hemicelluloses such as xylan, mannan, arabogalaccum, galactan, and arapan; and the like.
リグニン類としては、アルコールリグニン、ジオキサン
リグニン、フェノールリグニン、ハイドロトロピックリ
グニン、メルカプトリグニン、チオグリコール酸リグニ
ン、リグニンスルホン酸、アルカリリグニン、チオアル
カリリグニン、酸リグニン、酸化銅−アンモニアリグニ
ン、過ヨウ素酸リグニンなどが挙げられる。Examples of lignins include alcohol lignin, dioxane lignin, phenolic lignin, hydrotropic lignin, mercaptrignin, thioglycolic acid lignin, lignin sulfonic acid, alkali lignin, thioalkali lignin, acid lignin, copper oxide-ammonia lignin, and periodic acid lignin. Examples include.
これらの多糖類およびリグニン類は、一種単独でも二種
以上を組合わせても用いることができる。These polysaccharides and lignins can be used alone or in combination of two or more.
これらのうち特に好ましいものは、アミロース、アミロ
ペクチン、酸化デンプン、アセチルデンプン、カルボキ
シメチルデンプン、ペクチン酸、アルギン酸、キチン、
ガラクタン、メチルセルロース、リン酸セルロース、カ
ルボキシメチルセルロースである。Among these, particularly preferred are amylose, amylopectin, oxidized starch, acetyl starch, carboxymethyl starch, pectic acid, alginic acid, chitin,
These are galactan, methylcellulose, cellulose phosphate, and carboxymethylcellulose.
本発明の重合体スケール付着防止剤には、上記の(A)
、(B)両成分の他に、必要に応じて溶媒が含まれる。The polymer scale adhesion inhibitor of the present invention includes the above (A)
, (B) In addition to both components, a solvent is included as necessary.
また、この重合体スケール付着防止剤には、スケール防
止効果を高める意味で、アニオン性、カチオン性および
両性の各種親水性高分子化合物、界面活性剤、アミン系
化合物、フェノール基含有化合物、キノン系化合物など
も添加することができる。In addition, this polymer scale anti-adhesion agent contains various anionic, cationic, and amphoteric hydrophilic polymer compounds, surfactants, amine compounds, phenol group-containing compounds, and quinone-based compounds in order to enhance the scale prevention effect. Compounds etc. can also be added.
本発明の重合体スケール付着防止剤は、例えば、重合器
内壁面などに塗膜として形成されることによって、重合
器内壁面などへのスケール付着を防止するものである。The polymer scale adhesion prevention agent of the present invention prevents scale adhesion to the inner wall surface of the polymerization vessel by being formed as a coating film on the inner wall surface of the polymerization vessel.
通常、前記塗膜を重合器内壁面などに形成する場合には
、溶液の状態で、すなわち、塗布液として使用される。Usually, when forming the coating film on the inner wall surface of a polymerization vessel, it is used in the form of a solution, that is, as a coating liquid.
埜布丘勿慮製
上記のような塗布液は、前記の(A)成分および(B)
成分を適当な溶媒に添加することにより調製される。The above-mentioned coating liquid manufactured by Nobuoka Mushuku consists of the above-mentioned (A) component and (B)
Prepared by adding the ingredients to the appropriate solvent.
このような塗布液の調製に使用する溶媒としては、例え
ば、水;メタノール、エタノール、プロパツール、ブタ
ノール、2−ブタノール、2−メチル−1−プロパツー
ル、2−メチル−2−プロパツール、3−メチル−1−
ブタノール、2−メチル−2−ブタノール、2−ペンタ
ノール等のアルコール系溶剤;アセトン、メチルエチル
ケトン、メチルイソブチルケトン等のケトン系溶剤;ギ
酸メチル、ギ酸エチル、酢酸メチル、アセト酢酸メチル
等のエステル系溶剤;4−メチルジオキソラン、エチレ
ングリコールジエチルエーテル等のエーテル系溶剤;フ
ラン類;ジメチルホルムアミド、ジメチルスルホキシド
、アセトニトリル等の非プロトン系溶剤などが挙げられ
る。これらは適宜単独で又は二種以上の混合溶媒として
使用される。Examples of the solvent used for preparing such a coating solution include water; methanol, ethanol, propatool, butanol, 2-butanol, 2-methyl-1-propatool, 2-methyl-2-propatool, 3 -methyl-1-
Alcohol solvents such as butanol, 2-methyl-2-butanol, and 2-pentanol; Ketone solvents such as acetone, methyl ethyl ketone, and methyl isobutyl ketone; Ester solvents such as methyl formate, ethyl formate, methyl acetate, and methyl acetoacetate. Ether solvents such as 4-methyldioxolane and ethylene glycol diethyl ether; Furans; aprotic solvents such as dimethylformamide, dimethyl sulfoxide and acetonitrile. These solvents may be used alone or as a mixed solvent of two or more.
塗布液中の(A)成分と(B)成分の合計濃度は、後記
の単位面積当たりの塗布量が得られる限り、特に制限さ
れないが、通常、0.001〜20重量%、好ましくは
0.005〜5重量%程度である。また、塗布液中の(
A)成分と(B)成分の含有割合は、通常、(A)成分
100重量部あたり (B)成分0.1〜5000重量
部、好ましくは1〜1000重量部である。(B)成分
が(A)成分に比して多すぎたり、少なすぎると(A)
成分と(B)成分を併用してスケール付着を防止する効
果が得られなくなる恐れがある。The total concentration of components (A) and (B) in the coating liquid is not particularly limited as long as the coating amount per unit area described below can be obtained, but it is usually 0.001 to 20% by weight, preferably 0.001 to 20% by weight. It is about 0.005 to 5% by weight. In addition, (
The content ratio of component A) and component (B) is usually 0.1 to 5,000 parts by weight, preferably 1 to 1,000 parts by weight of component (B) per 100 parts by weight of component (A). If component (B) is too much or too little compared to component (A), (A)
If component (B) is used in combination, there is a possibility that the effect of preventing scale adhesion may not be obtained.
また、塗布液のpHについては、特に制限されない。必
要に応じて、pHII整剤を添加することができる。そ
のpH調整剤としては、硫酸、リン酸、酢酸、シュウ酸
、乳酸、p−)ルエンスルホン酸、フィチン酸、チオグ
リコール酸、グリコール酸、水酸化ナトリウム、水酸化
カリウム、アンモニア水、エチレンジアミンなどが挙げ
られ、適宜使用される。Moreover, the pH of the coating liquid is not particularly limited. If necessary, a pHII adjuster can be added. Examples of pH adjusting agents include sulfuric acid, phosphoric acid, acetic acid, oxalic acid, lactic acid, p-)luenesulfonic acid, phytic acid, thioglycolic acid, glycolic acid, sodium hydroxide, potassium hydroxide, aqueous ammonia, and ethylenediamine. listed and used as appropriate.
塗u勿杉威
上記のようにして調製される塗布液を用いて重合器内壁
面に塗膜を形成するには、まず、塗布液を重合器内壁面
に塗布し−1次いで、例えば室温から100°Cまでの
温度範囲で充分に乾燥させた後、さらに必要に応じて水
洗する。このようにすると、重合器内壁面に塗膜が形成
されるため、その重合器内壁面への重合体スケールの付
着が防止される。To form a coating film on the inner wall surface of the polymerization vessel using the coating liquid prepared as described above, first, apply the coating liquid to the inner wall surface of the polymerization vessel, and then, for example, heat from room temperature. After sufficiently drying at a temperature of up to 100°C, further washing with water is performed as necessary. In this way, since a coating film is formed on the inner wall surface of the polymerization vessel, adhesion of polymer scale to the inner wall surface of the polymerization vessel is prevented.
また、前記塗布液は、重合器内壁面だけでなく、重合中
に単量体が接触する他の部位にも塗布することが好まし
く、それによって塗膜を形成しておくことが好ましい。Further, it is preferable that the coating liquid is applied not only to the inner wall surface of the polymerization vessel but also to other parts that come into contact with the monomer during polymerization, thereby forming a coating film.
例えば、攪拌翼、攪拌軸、バッフル、コンデンサ、ヘッ
ダ、サーチコイル、ボルト、ナツト等には、前記塗布液
の塗布により塗膜を形成した方が良い。特に、攪拌翼、
攪拌軸およびバッフルには、通常は、前記塗布液の塗布
により塗膜を形成すべきである。これらの部位に塗布液
を塗布して塗膜を形成するには、前記重合器内壁に塗膜
を形成する場合と同様にして行えば良い。For example, it is preferable to form a coating film on stirring blades, stirring shafts, baffles, condensers, headers, search coils, bolts, nuts, etc. by applying the coating liquid. In particular, stirring blades,
Usually, a coating film should be formed on the stirring shaft and the baffle by applying the coating solution. To form a coating film by applying a coating liquid to these parts, it is possible to perform the same process as in the case of forming a coating film on the inner wall of the polymerization vessel.
さらに好ましくは、前記塗布液は、重合中に単量体が接
触する部位以外であっても、重合体スケールが付着する
恐れのある部位、例えば未反応単量体の回収系統の機器
および配管の内面などには、前記塗布液を塗布して塗膜
を形成した方が良い。More preferably, the coating liquid is applied to areas where polymer scale may adhere even to areas other than those that come into contact with monomers during polymerization, such as equipment and piping of an unreacted monomer recovery system. It is preferable to apply the coating liquid to the inner surface to form a coating film.
このような部位として、さらに具体的には、モノマー蒸
留塔、コンデンサ、モノマー貯蔵タンク、バルブ等の内
面が挙げられる。これらの部位での塗膜の形成も前記重
合器内壁に塗膜を形成する場合と同様にして行えば良い
。More specifically, such sites include the inner surfaces of monomer distillation columns, condensers, monomer storage tanks, valves, and the like. The coating film may be formed at these locations in the same manner as in the case of forming the coating film on the inner wall of the polymerization vessel.
このようにして、重合中に単量体が接触する部位、およ
びそれ以外の重合体スケールが付着する恐れのある部位
に塗膜を形成すると、それらの部位への重合体スケール
の付着が防止される。In this way, by forming a coating film on areas that come into contact with monomers during polymerization and other areas where polymer scale may adhere, the adhesion of polymer scale to those areas is prevented. Ru.
なお、塗布液を重合器内壁面に塗布する方法は、特に限
定されず、例えば、ハケ塗り、スプレー塗布、塗布液で
重合器を満たした後に抜き出す方法などを始めとして、
そのほか特開昭57−61001号、同55−3628
8号、特公昭56−501116号、同5650111
7号、特開昭59−11303号などに記載の自動塗布
方法を用いることもできる。The method of applying the coating liquid to the inner wall surface of the polymerization vessel is not particularly limited, and includes, for example, brush coating, spray coating, and a method of filling the polymerization vessel with the coating liquid and then drawing it out.
Others: JP-A-57-61001, JP-A No. 55-3628
No. 8, Special Publication No. 56-501116, No. 5650111
It is also possible to use the automatic coating method described in No. 7, JP-A-59-11303, and the like.
また、塗布液が塗布されたことにより濡れた状態の表面
を乾燥する方法も限定されることはなく、例えば次のよ
うな方法を使用することができる。Further, the method of drying the surface that is wet due to the application of the coating liquid is not limited, and for example, the following method can be used.
すなわち、塗布液の塗布後、適当に昇温した温風を塗布
面に当てる方法、あるいは塗布液を塗布すべき重合器内
壁面およびその他の表面を予め例えば30〜80°Cに
加熱しておき、その加熱した表面に塗布液を直接塗布す
る方法などを使用することができる。そして、塗布面の
乾燥後は、その塗布面を必要に応じて水洗する。That is, after applying the coating liquid, a method in which appropriately heated hot air is applied to the coating surface, or a method in which the inner wall surface of the polymerization vessel and other surfaces to which the coating liquid is to be applied are heated to, for example, 30 to 80°C in advance. , a method of directly applying a coating liquid to the heated surface, etc. can be used. After the coated surface is dried, the coated surface is washed with water if necessary.
このようにして得られた塗膜は、単位面積当たりの塗布
量が、通常0.001 g /M以上、特に0.05〜
2g/n?であることが好ましい。The coating film thus obtained has a coating amount per unit area of usually 0.001 g/M or more, particularly 0.05 to
2g/n? It is preferable that
以上の塗布作業は、1〜10数バツチの重合ごとに行え
ば良い。形成された塗膜は高い耐久性を有し、重合体ス
ケールの付着防止作用が持続するので、必ずしも1バツ
チの重合ごとに行う必要はない。このため、製品重合体
の生産性が向上する。The above coating operation may be performed every time one to ten batches of polymerization are carried out. Since the formed coating film has high durability and the effect of preventing the adhesion of polymer scale continues, it is not necessary to carry out the process every time one batch of polymerization is carried out. Therefore, the productivity of the product polymer is improved.
里−金
上記のようにして、重合器内壁、および好ましくはその
他重合中に単量体が接触する部位などに塗布処理を施し
て塗膜を形成した後、その重合器内で常法により重合を
行う。すなわち、単量体および重合開始剤(触媒)のほ
か、必要に応じて、水などの重合媒体、および懸濁剤、
固体分散剤、ノニオン性、アニオン性乳化剤などの分散
剤等を仕込み、次いで、常法により重合を行う。After forming a coating film by coating the inner wall of the polymerization vessel and preferably other areas that will come into contact with the monomer during polymerization as described above, polymerization is carried out in the polymerization vessel by a conventional method. I do. That is, in addition to the monomer and polymerization initiator (catalyst), if necessary, a polymerization medium such as water, and a suspending agent,
A dispersant such as a solid dispersant, a nonionic emulsifier, an anionic emulsifier, etc. is charged, and then polymerization is carried out by a conventional method.
本発明の方法を適用して重合を行う単量体は、塩化ビニ
ル単量体、または塩化ビニル単量体および塩化ビニルと
共重合可能な単量体の混合物である。塩化ビニルと共重
合可能な単量体としては、例えば、酢酸ビニル、プロピ
オン酸ビニル等のビニルエステル;アクリル酸、メタク
リル酸、およびこれらのエステルまたは塩;マレイン酸
、フマル酸、およびこれらのエステルまたは無水物;ス
チレン、アクリロニトリル、ハロゲン化ビニリデン、ビ
ニルエーテルなどが挙げられる。The monomer to be polymerized by applying the method of the present invention is a vinyl chloride monomer or a mixture of a vinyl chloride monomer and a monomer copolymerizable with vinyl chloride. Examples of monomers copolymerizable with vinyl chloride include vinyl esters such as vinyl acetate and vinyl propionate; acrylic acid, methacrylic acid, and esters or salts thereof; maleic acid, fumaric acid, and esters or salts thereof; Anhydrides; examples include styrene, acrylonitrile, vinylidene halides, and vinyl ethers.
また、本発明の方法が適用される重合の形式は特に限定
されないが、懸濁重合、特には、分散剤として部分けん
化ポリビニルアルコールおよび/または完全けん化ポリ
ビニルアルコールを含む重合系の懸濁重合において特に
効果的なスケール防止効果を示す。Furthermore, although the type of polymerization to which the method of the present invention is applied is not particularly limited, suspension polymerization, particularly suspension polymerization of a polymerization system containing partially saponified polyvinyl alcohol and/or fully saponified polyvinyl alcohol as a dispersant, is particularly preferred. Shows effective scale prevention effect.
以下、懸濁重合の場合を例に挙げて、−船釣な重合方法
を具体的に説明する。Hereinafter, the boat-based polymerization method will be specifically explained using suspension polymerization as an example.
まず、水および分散剤を重合器に仕込み、その後、重合
開始剤を仕込む。次に、重合器内を排気して0.1〜7
60 mmHgに減圧した後、単量体を仕込み(この時
、重合器の内圧は、通常0.5〜30kgf/cJ−G
になる)、その後、30〜80°Cで重合する。重合中
には、必要に応じて、水、分散剤および重合開始剤の一
種または二種以上を添加する。重合は、重合器の内圧が
0〜7kgf/cIlI−Gに低下した時に、あるいは
重合器外周に装備されたジャケット内に流入、流出させ
る冷却水の入口温度と出口温度との差がほぼなくなった
時(すなわち重合反応による発熱がなくなった時)に、
完了したと判断される。重合の際に仕込まれる水、分散
剤および重合開始剤は、通常、単量体100重量部に対
して、水20〜500重量部、分散剤0.01〜30重
量部、重合開始剤0.01〜5重量部である。
゛本発明の重合体スケールの付着防止方法を適用して重
合を行った場合には、重合器内壁面等の材質にかかわら
ず重合体スケールの付着を防止する1に
とができ、例えば、ステンレス類その他のスチール製の
重合器、グラスライニングされた重合器等で重合を行う
場合にも重合体スケールの付着を防止することができる
。First, water and a dispersant are charged into a polymerization vessel, and then a polymerization initiator is charged. Next, the inside of the polymerization vessel was evacuated and 0.1 to 7
After reducing the pressure to 60 mmHg, charge the monomer (at this time, the internal pressure of the polymerization vessel is usually 0.5 to 30 kgf/cJ-G
) and then polymerized at 30-80°C. During polymerization, one or more of water, a dispersant, and a polymerization initiator are added as necessary. Polymerization occurs when the internal pressure of the polymerization vessel drops to 0 to 7 kgf/cIlI-G, or when the difference between the inlet temperature and outlet temperature of the cooling water flowing into and out of the jacket installed around the polymerization vessel almost disappears. (i.e., when the heat generated by the polymerization reaction has disappeared),
It is considered complete. The water, dispersant, and polymerization initiator charged during polymerization are usually 20 to 500 parts by weight of water, 0.01 to 30 parts by weight of dispersant, and 0.00 parts by weight of polymerization initiator per 100 parts by weight of monomer. 01 to 5 parts by weight.
゛When polymerization is carried out by applying the polymer scale adhesion prevention method of the present invention, it is possible to prevent polymer scale adhesion regardless of the material of the inner wall surface of the polymerization vessel. The adhesion of polymer scale can also be prevented when polymerization is carried out in other steel polymerization vessels, glass-lined polymerization vessels, etc.
重合系に添加されるものは、何ら制約なく使用すること
ができる。すなわち、例えば、t−ブチルパーオキシネ
オデカノエート、ビス(2−エチルヘキシル)パーオキ
シジカーボネート、3,5゜5−トリメチルヘキサノイ
ルパーオキサイド、αクミルパーオキシネオデカノエー
ト、クメンハイドロパーオキサイド、シクロヘキサノン
パーオキサイド、t−ブチルパーオキシピバレート、ビ
ス(2−エトキシエチル)パーオキシジカーボネート、
ベンゾイルパーオキサイド、ラウロイルパーオキサイド
、2.4−ジクロルベンゾイルパーオキサイド、ジイソ
プロピルパーオキシジカーボネート、α、α′−アゾビ
スイソブチロニトリル、α、α′−アゾビスー2.4−
ジメチルバレロニトリル、ベルオキソニ硫酸カリウム、
ベルオキソ二硫酸アンモニウム、p−メンタンハイドロ
パーオキサイドなどの重合開始剤;部分けん化ポリビニ
ルアルコール、完全ケン化ポリビニルアルコール、ポリ
アクリル酸、酢酸ビニルと無水マレイン酸の共重合体、
ヒドロキシプロピルメチルセルロース等のセルロース誘
導体、ゼラチン等の天然または合成高分子化合物などの
懸濁剤;リン酸カルシウム、ヒドロキシアパタイトなど
の固体分散剤;ソルビタンモノラウレート、ソルビタン
トリオレート、ポリオキシエチレンアルキルエーテルな
どのノニオン性乳化剤;ラウリル硫酸ナトリウム、ドデ
シルベンゼンスルホン酸ナトリウム等のアルキルベンゼ
ンスルホン酸ナトリウム、ジオクチルスルホコハク酸ナ
トリウムなどのアニオン性乳化剤;炭酸カルシウム、酸
化チタン等の充填剤;−塩基性硫酸鉛、ステアリン酸カ
ルシウム、ジブチルすずジラウレート、ジオクチルすず
メルカプタン等の安定剤;ライスワックス、ステアリン
酸、セチルアルコール等の滑剤、DOP、DBP等の可
を剤;t−ドデシルメルカプタン等のメルカプタン類、
トリクロロエチレンなどの連鎖移動剤などが存在する重
合系においても、本発明の方法は重合体スケールの付着
を効果的に防止することができる。Those added to the polymerization system can be used without any restrictions. That is, for example, t-butylperoxyneodecanoate, bis(2-ethylhexyl)peroxydicarbonate, 3,5°5-trimethylhexanoyl peroxide, α-cumylperoxyneodecanoate, cumene hydroperoxide. , cyclohexanone peroxide, t-butyl peroxypivalate, bis(2-ethoxyethyl) peroxydicarbonate,
Benzoyl peroxide, lauroyl peroxide, 2.4-dichlorobenzoyl peroxide, diisopropyl peroxydicarbonate, α,α'-azobisisobutyronitrile, α,α'-azobis-2.4-
dimethylvaleronitrile, potassium beroxonisulfate,
Polymerization initiators such as ammonium peroxodisulfate and p-menthane hydroperoxide; partially saponified polyvinyl alcohol, completely saponified polyvinyl alcohol, polyacrylic acid, copolymer of vinyl acetate and maleic anhydride,
Suspending agents such as cellulose derivatives such as hydroxypropyl methylcellulose, natural or synthetic polymer compounds such as gelatin; Solid dispersing agents such as calcium phosphate and hydroxyapatite; Nonions such as sorbitan monolaurate, sorbitan triolate, and polyoxyethylene alkyl ether Emulsifiers; anionic emulsifiers such as sodium alkylbenzenesulfonate such as sodium lauryl sulfate, sodium dodecylbenzenesulfonate, sodium dioctylsulfosuccinate; fillers such as calcium carbonate and titanium oxide; -basic lead sulfate, calcium stearate, dibutyltin Stabilizers such as dilaurate and dioctyltin mercaptan; lubricants such as rice wax, stearic acid, and cetyl alcohol; emollients such as DOP and DBP; mercaptans such as t-dodecyl mercaptan;
Even in a polymerization system in which a chain transfer agent such as trichlorethylene is present, the method of the present invention can effectively prevent the deposition of polymer scale.
以下、実施例および比較例を挙げて本発明の詳細な説明
する。なお、以下の第1表において*印を付けた実験N
o、は比較例であり、それ以外の実験Noは本発明の実
施例である。Hereinafter, the present invention will be explained in detail by giving Examples and Comparative Examples. In addition, experiment N marked with * in Table 1 below
o is a comparative example, and the other experiment numbers are examples of the present invention.
災隻尉土
内容積1ooo pの攪拌機付ステンレス製重合器を用
いて次のようにして重合を行った。Polymerization was carried out in the following manner using a stainless steel polymerization vessel equipped with a stirrer and having an internal volume of 100 p.
各実験において、まず、 (A)成分(ナフトキノン系
天然色素)および(B)成分(ヒドロキシル基含有高分
子化合物)を第1表に示すとおりの合計濃度となるよう
に溶媒に溶解し、次いでpHを測定し、必要に応じてp
HMIJ整剤を添加することにより、各塗布液を調製し
た。次に、この塗布液を重合器の内壁および攪拌軸、攪
拌翼その他重合中に単量体が接触する部分に塗布し、5
0゛Cで10分間加熱、乾燥して塗膜を形成後、水洗し
た。In each experiment, component (A) (naphthoquinone natural pigment) and component (B) (hydroxyl group-containing polymer compound) were first dissolved in a solvent to a total concentration as shown in Table 1, and then the pH Measure p and if necessary
Each coating solution was prepared by adding an HMIJ conditioner. Next, this coating liquid is applied to the inner wall of the polymerization vessel, the stirring shaft, stirring blades, and other parts that come into contact with the monomer during polymerization.
After heating and drying at 0°C for 10 minutes to form a coating film, it was washed with water.
但し、実験No、 101は塗布液を塗布しない比較例
であり、実験No、102.103は、(A)成分また
は(B)成分のいずれか一方のみを含有する塗布液を塗
布した比較例である。また、実験No、108.116
は、アジン系合成染料のC,1,アシッドブラック2を
(^)成分として用いた比較例である。However, experiment No. 101 is a comparative example in which no coating liquid was applied, and experiment No. 102.103 is a comparative example in which a coating liquid containing only either component (A) or component (B) was applied. be. Also, experiment No. 108.116
is a comparative example in which azine-based synthetic dye C,1 and Acid Black 2 were used as (^) components.
各実験において使用した塗布液中の(A)成分および(
B)成分の種類、塗布液中の(A)成分と(B)成分の
重量比(A)/(B) 、使用した溶媒の種類、塗布液
中の(A) + (B)の合計濃度、添加したpH調整
剤の種類、ならびに塗布液のpHを第1表に示す。Component (A) and (
B) Types of components, weight ratio (A)/(B) of components (A) and (B) in the coating solution, type of solvent used, total concentration of (A) + (B) in the coating solution , the type of pH adjuster added, and the pH of the coating solution are shown in Table 1.
その後、このように塗布処理して塗膜が形成された重合
器中に水400kg、塩化ビニル200kg、部分ケン
化ポリビニルアルコール250 g 、ヒドロキシプロ
ピルメチルセルロース25gおよびジイソプロピルパー
オキシジカーボネート75gを仕込み、攪拌しなから5
7°Cで6時間重合した。Thereafter, 400 kg of water, 200 kg of vinyl chloride, 250 g of partially saponified polyvinyl alcohol, 25 g of hydroxypropyl methylcellulose, and 75 g of diisopropyl peroxydicarbonate were charged into the polymerization vessel in which the coating film was formed by the coating process, and the mixture was stirred. Nakara 5
Polymerization was carried out at 7°C for 6 hours.
重合終了後、重合器内壁に付着した重合体スケールの量
(重合体スケール付着量)を測定した。After the polymerization was completed, the amount of polymer scale adhering to the inner wall of the polymerization vessel (polymer scale adhesion amount) was measured.
また、各実験NOで得られた重合体の白色度を下記の方
法で測定した。Moreover, the whiteness of the polymer obtained in each experiment No. was measured by the following method.
重合体100重量部、安定剤TS−101(昭島化学社
製)1重量部およびC−100J (勝田化工社製)0
.5重量部、ならびに可塑剤DOP50重量部を、2本
ロールミルを用いて160°Cで5分間混練した後、厚
さ1mmのシートに成形した。次に、このシートを4
cmX 4 cmXl、5 cm (厚さ)の型枠に入
れ、160°C165〜70 kg f i ciで加
熱・加圧成形して測定用試料を作製した。この測定用試
料について、JIS Z8730 (1980)に記載
のハンターの色差式における明度指数りを求め、L値が
大きいほど白色度が高いと評価した。100 parts by weight of polymer, 1 part by weight of stabilizer TS-101 (manufactured by Akishima Kagaku Co., Ltd.) and 0 parts by weight of C-100J (manufactured by Katsuta Kako Co., Ltd.)
.. After kneading 5 parts by weight and 50 parts by weight of the plasticizer DOP at 160°C for 5 minutes using a two-roll mill, the mixture was formed into a sheet having a thickness of 1 mm. Next, divide this sheet into 4
A measurement sample was prepared by placing it in a mold of cmX 4 cmXl and 5 cm (thickness), and heating and press-molding it at 160° C. and 165 to 70 kg f.i.ci. For this measurement sample, the brightness index according to Hunter's color difference formula described in JIS Z8730 (1980) was determined, and it was evaluated that the larger the L value, the higher the whiteness.
L値は次のようにして求めた。The L value was determined as follows.
■ JIS Z 8722の記載にしたがって、標準光
C1光電色彩計(日本電色工業株式会社製Z−1001
DP型測色色差計)を用い、刺激値直読方法により、X
YZ表色系の刺激値Yを求めた。照明及び受光の幾何学
的条件としては、JIS Z 8722の4.3.1項
に記載の条件dを採用した。■ In accordance with the description of JIS Z 8722, a standard light C1 photoelectric colorimeter (Z-1001 manufactured by Nippon Denshoku Kogyo Co., Ltd.) was used.
X
The stimulus value Y of the YZ color system was determined. Condition d described in section 4.3.1 of JIS Z 8722 was adopted as the geometric conditions for illumination and light reception.
■ 次に、JIS Z 8730 (1980)に記載
の式:L =10Y ”2により、Lを求めた。(2) Next, L was determined using the formula described in JIS Z 8730 (1980): L = 10Y''2.
さらにまた、各実験No、で得られた重合体をシートに
成形した場合のフィッシュアイを、下記の方法で測定し
た。Furthermore, the fish eyes when the polymers obtained in each experiment No. were molded into sheets were measured by the following method.
重合体100重量部、DOP50重量部、ジブチルすず
ジラウレート1重量部、セチルアルコール1重量部、酸
化チタン0.25重量部、カーボンブラ・ンク0.05
重量部の配合割合で調製した混合物を6インチロールを
用いて150″Cで7分間混練した後、厚さ0.2mm
のシートに成形し、得られたシート100c111当り
に含まれるフィッシュアイの個数を光透過法により調べ
た。100 parts by weight of polymer, 50 parts by weight of DOP, 1 part by weight of dibutyltin dilaurate, 1 part by weight of cetyl alcohol, 0.25 parts by weight of titanium oxide, 0.05 parts by weight of carbon black.
After kneading the mixture prepared in the proportions of parts by weight at 150"C for 7 minutes using a 6-inch roll, the mixture was mixed to a thickness of 0.2 mm.
The number of fish eyes contained per sheet 100c111 obtained was determined by a light transmission method.
各測定結果を第1表に示す。The results of each measurement are shown in Table 1.
また、実験No、101 、108.116.104.
105.109.111 。Also, experiment No. 101, 108.116.104.
105.109.111.
114,119,120で得られた重合体については、
JISK 6721の3.3項の記載にしたがって、嵩
比重測定装置(蔵持科学器械製作所製;カサ比重測定器
)を用い、嵩比重を測定した。結果を第2表に示す。Regarding the polymer obtained in 114, 119, 120,
The bulk specific gravity was measured according to the description in section 3.3 of JISK 6721 using a bulk specific gravity measuring device (manufactured by Kuramochi Scientific Instruments Manufacturing Co., Ltd.; Kasa Specific Gravity Meter). The results are shown in Table 2.
第2表
〔発明の効果〕
本発明によれば、塩化ビニルまたは塩化ビニルを主体と
する単量体混合物の重合または共重合において、重合体
スケールの付着を常に効果的に防止することができる上
、本発明の重合体スケール付着防止剤により形成された
塗膜は、剥離したり、重合系に溶解したりすることがな
い。このため、本発明を適用した場合には、製品重合体
が着色される恐れはなく、それによってL値が70以上
という高い白色度が得られる上、成形品におけるフィン
シュアイが顕著に少なく、かつ嵩比重も低下していない
高品質の製品重合体を製造することができる。Table 2 [Effects of the Invention] According to the present invention, it is possible to always effectively prevent the deposition of polymer scale in the polymerization or copolymerization of vinyl chloride or a monomer mixture mainly composed of vinyl chloride. The coating film formed using the polymer scale adhesion inhibitor of the present invention does not peel off or dissolve in the polymerization system. Therefore, when the present invention is applied, there is no fear that the product polymer will be colored, and as a result, high whiteness with an L value of 70 or more can be obtained, and the molded product has significantly less fins eye. Moreover, a high-quality product polymer with no decrease in bulk specific gravity can be produced.
また、本発明によれば、使用される単量体および重合開
始剤の種類、重合形式、重合器の内壁の材質等の重合の
諸条件にかかわらず、重合体スケールの付着を効果的に
防止することができる。特に、懸濁重合においては、ス
テンレス製重合器、グラスライニングされた重合器等の
いずれの重合器を用いても、あるいは酸化力の強い重合
開始剤を用いた場合であっても、重合体スケールの付着
をより効果的に防止することができる。Furthermore, according to the present invention, the adhesion of polymer scale can be effectively prevented regardless of the polymerization conditions such as the type of monomer and polymerization initiator used, the polymerization type, and the material of the inner wall of the polymerization vessel. can do. In particular, in suspension polymerization, no matter which polymerization vessel is used, such as a stainless steel polymerization vessel or a glass-lined polymerization vessel, or even when a polymerization initiator with strong oxidizing power is used, the polymer scale adhesion can be more effectively prevented.
したがって、本発明を適用して重合を行った場合には、
重合体スケールの除去作業を、重合ごとに行う必要がな
く、それによって生産性が向上する上、高品質の製品重
合体を生産することができる。Therefore, when polymerization is carried out by applying the present invention,
It is not necessary to remove polymer scale after each polymerization, which improves productivity and allows production of high-quality product polymers.
Claims (2)
類およびリグニン類からなる群から選ばれる少なくとも
一種を含有する、塩化ビニル単量体または塩化ビニルを
主体とする単量体混合物の重合用の重合体スケール付着
防止剤。(1) For the polymerization of a vinyl chloride monomer or a monomer mixture mainly composed of vinyl chloride, containing (A) a naphthoquinone natural pigment and (B) at least one selected from the group consisting of polysaccharides and lignins. polymer scale adhesion inhibitor.
単量体混合物の重合器内における重合において重合体ス
ケールの付着を防止する方法であって、予め、重合器内
壁面に、 (A)ナフトキノン系天然色素および (B)多糖類およびリグニン類からなる群から選ばれる
少なくとも一種を含有してなる塗膜が形成されている重
合器内で、前記重合を行う工程を有する重合体スケール
の付着防止方法。(2) A method for preventing the adhesion of polymer scale during polymerization of a vinyl chloride monomer or a monomer mixture mainly composed of vinyl chloride in a polymerization vessel, in which (A) Adhesion of polymer scale by performing the polymerization in a polymerization vessel in which a coating film containing at least one selected from the group consisting of naphthoquinone-based natural pigments and (B) polysaccharides and lignins is formed. How to prevent it.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22552890A JPH04108805A (en) | 1990-08-28 | 1990-08-28 | Agent for preventing deposition of polymer scale and method for preventing deposition thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22552890A JPH04108805A (en) | 1990-08-28 | 1990-08-28 | Agent for preventing deposition of polymer scale and method for preventing deposition thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04108805A true JPH04108805A (en) | 1992-04-09 |
Family
ID=16830720
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP22552890A Pending JPH04108805A (en) | 1990-08-28 | 1990-08-28 | Agent for preventing deposition of polymer scale and method for preventing deposition thereof |
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Country | Link |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2003254547B2 (en) * | 2002-07-23 | 2009-01-08 | Ls Medcap Gmbh | Coating composition for an implantable medical device and method for coating such a device |
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- 1990-08-28 JP JP22552890A patent/JPH04108805A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2003254547B2 (en) * | 2002-07-23 | 2009-01-08 | Ls Medcap Gmbh | Coating composition for an implantable medical device and method for coating such a device |
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