RU2348637C2 - Способ нуклеации полиолефиновой композиции ацетальными соединениями - Google Patents
Способ нуклеации полиолефиновой композиции ацетальными соединениями Download PDFInfo
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- RU2348637C2 RU2348637C2 RU2006141650/04A RU2006141650A RU2348637C2 RU 2348637 C2 RU2348637 C2 RU 2348637C2 RU 2006141650/04 A RU2006141650/04 A RU 2006141650/04A RU 2006141650 A RU2006141650 A RU 2006141650A RU 2348637 C2 RU2348637 C2 RU 2348637C2
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- alkyl
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- 239000000203 mixture Substances 0.000 title claims abstract description 65
- 238000000034 method Methods 0.000 title claims abstract description 23
- 229920000098 polyolefin Polymers 0.000 title claims abstract description 15
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 title claims description 19
- 230000006911 nucleation Effects 0.000 title abstract 3
- 238000010899 nucleation Methods 0.000 title abstract 3
- -1 acetal compounds Chemical class 0.000 title description 35
- 150000001875 compounds Chemical class 0.000 claims abstract description 49
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 17
- 125000003118 aryl group Chemical group 0.000 claims abstract description 17
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 15
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 13
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 6
- 125000002521 alkyl halide group Chemical group 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract 5
- 150000002367 halogens Chemical class 0.000 claims abstract 5
- 238000006243 chemical reaction Methods 0.000 claims description 19
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 17
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 16
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 12
- ZETHHMPKDUSZQQ-UHFFFAOYSA-N Betulafolienepentol Natural products C1C=C(C)CCC(C(C)CCC=C(C)C)C2C(OC)OC(OC)C2=C1 ZETHHMPKDUSZQQ-UHFFFAOYSA-N 0.000 claims description 9
- PCSMJKASWLYICJ-UHFFFAOYSA-N Succinic aldehyde Chemical group O=CCCC=O PCSMJKASWLYICJ-UHFFFAOYSA-N 0.000 claims description 9
- HEOKFDGOFROELJ-UHFFFAOYSA-N diacetal Natural products COc1ccc(C=C/c2cc(O)cc(OC3OC(COC(=O)c4cc(O)c(O)c(O)c4)C(O)C(O)C3O)c2)cc1O HEOKFDGOFROELJ-UHFFFAOYSA-N 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000002667 nucleating agent Substances 0.000 claims description 8
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 150000005846 sugar alcohols Chemical class 0.000 claims description 6
- POQJHLBMLVTHAU-UHFFFAOYSA-N 3,4-Dimethylbenzaldehyde Chemical compound CC1=CC=C(C=O)C=C1C POQJHLBMLVTHAU-UHFFFAOYSA-N 0.000 claims description 5
- 125000000304 alkynyl group Chemical group 0.000 claims description 5
- 239000001431 2-methylbenzaldehyde Substances 0.000 claims description 4
- WMPDAIZRQDCGFH-UHFFFAOYSA-N 3-methoxybenzaldehyde Chemical compound COC1=CC=CC(C=O)=C1 WMPDAIZRQDCGFH-UHFFFAOYSA-N 0.000 claims description 4
- GOUHYARYYWKXHS-UHFFFAOYSA-N 4-formylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=O)C=C1 GOUHYARYYWKXHS-UHFFFAOYSA-N 0.000 claims description 4
- 150000003935 benzaldehydes Chemical class 0.000 claims description 4
- WTWBUQJHJGUZCY-UHFFFAOYSA-N cuminaldehyde Chemical compound CC(C)C1=CC=C(C=O)C=C1 WTWBUQJHJGUZCY-UHFFFAOYSA-N 0.000 claims description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- FXLOVSHXALFLKQ-UHFFFAOYSA-N p-tolualdehyde Chemical compound CC1=CC=C(C=O)C=C1 FXLOVSHXALFLKQ-UHFFFAOYSA-N 0.000 claims description 4
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- WJUFSDZVCOTFON-UHFFFAOYSA-N veratraldehyde Chemical compound COC1=CC=C(C=O)C=C1OC WJUFSDZVCOTFON-UHFFFAOYSA-N 0.000 claims description 4
- GISVICWQYMUPJF-UHFFFAOYSA-N 2,4-Dimethylbenzaldehyde Chemical compound CC1=CC=C(C=O)C(C)=C1 GISVICWQYMUPJF-UHFFFAOYSA-N 0.000 claims description 3
- NRFKZFFVTGGEQF-UHFFFAOYSA-N 4-fluoro-3-methylbenzaldehyde Chemical compound CC1=CC(C=O)=CC=C1F NRFKZFFVTGGEQF-UHFFFAOYSA-N 0.000 claims description 3
- MAUCRURSQMOFGV-UHFFFAOYSA-N 4-propylbenzaldehyde Chemical compound CCCC1=CC=C(C=O)C=C1 MAUCRURSQMOFGV-UHFFFAOYSA-N 0.000 claims description 3
- 150000001350 alkyl halides Chemical group 0.000 claims description 3
- 150000004820 halides Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- FPYUJUBAXZAQNL-UHFFFAOYSA-N 2-chlorobenzaldehyde Chemical compound ClC1=CC=CC=C1C=O FPYUJUBAXZAQNL-UHFFFAOYSA-N 0.000 claims description 2
- PJKVFARRVXDXAD-UHFFFAOYSA-N 2-naphthaldehyde Chemical compound C1=CC=CC2=CC(C=O)=CC=C21 PJKVFARRVXDXAD-UHFFFAOYSA-N 0.000 claims description 2
- ZWUSBSHBFFPRNE-UHFFFAOYSA-N 3,4-dichlorobenzaldehyde Chemical compound ClC1=CC=C(C=O)C=C1Cl ZWUSBSHBFFPRNE-UHFFFAOYSA-N 0.000 claims description 2
- SSTRYEXQYQGGAS-UHFFFAOYSA-N 3,4-diethoxybenzaldehyde Chemical compound CCOC1=CC=C(C=O)C=C1OCC SSTRYEXQYQGGAS-UHFFFAOYSA-N 0.000 claims description 2
- ASOFZHSTJHGQDT-UHFFFAOYSA-N 3,5-difluorobenzaldehyde Chemical compound FC1=CC(F)=CC(C=O)=C1 ASOFZHSTJHGQDT-UHFFFAOYSA-N 0.000 claims description 2
- TZUUPGZANQRCHD-UHFFFAOYSA-N 3-bromo-4-ethoxybenzaldehyde Chemical compound CCOC1=CC=C(C=O)C=C1Br TZUUPGZANQRCHD-UHFFFAOYSA-N 0.000 claims description 2
- SRWILAKSARHZPR-UHFFFAOYSA-N 3-chlorobenzaldehyde Chemical compound ClC1=CC=CC(C=O)=C1 SRWILAKSARHZPR-UHFFFAOYSA-N 0.000 claims description 2
- QZMGMXBYJZVAJN-UHFFFAOYSA-N 3-ethoxybenzaldehyde Chemical compound CCOC1=CC=CC(C=O)=C1 QZMGMXBYJZVAJN-UHFFFAOYSA-N 0.000 claims description 2
- PIKNVEVCWAAOMJ-UHFFFAOYSA-N 3-fluorobenzaldehyde Chemical compound FC1=CC=CC(C=O)=C1 PIKNVEVCWAAOMJ-UHFFFAOYSA-N 0.000 claims description 2
- LXPWGAZYJHUWPM-UHFFFAOYSA-N 4-(2-methylpropyl)benzaldehyde Chemical compound CC(C)CC1=CC=C(C=O)C=C1 LXPWGAZYJHUWPM-UHFFFAOYSA-N 0.000 claims description 2
- BEOBZEOPTQQELP-UHFFFAOYSA-N 4-(trifluoromethyl)benzaldehyde Chemical compound FC(F)(F)C1=CC=C(C=O)C=C1 BEOBZEOPTQQELP-UHFFFAOYSA-N 0.000 claims description 2
- ZRYZBQLXDKPBDU-UHFFFAOYSA-N 4-bromobenzaldehyde Chemical compound BrC1=CC=C(C=O)C=C1 ZRYZBQLXDKPBDU-UHFFFAOYSA-N 0.000 claims description 2
- ARIREUPIXAKDAY-UHFFFAOYSA-N 4-butylbenzaldehyde Chemical compound CCCCC1=CC=C(C=O)C=C1 ARIREUPIXAKDAY-UHFFFAOYSA-N 0.000 claims description 2
- AZMDWRPTDCIFRD-UHFFFAOYSA-N 4-chloro-3-fluorobenzaldehyde Chemical compound FC1=CC(C=O)=CC=C1Cl AZMDWRPTDCIFRD-UHFFFAOYSA-N 0.000 claims description 2
- NNHYTIOMCJAWLM-UHFFFAOYSA-N 4-fluoro-3,5-dimethylbenzaldehyde Chemical compound CC1=CC(C=O)=CC(C)=C1F NNHYTIOMCJAWLM-UHFFFAOYSA-N 0.000 claims description 2
- MYLBIQHZWFWSMH-UHFFFAOYSA-N 4-methoxy-3-methylbenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1C MYLBIQHZWFWSMH-UHFFFAOYSA-N 0.000 claims description 2
- TYNJQOJWNMZQFZ-UHFFFAOYSA-N 4-prop-2-enoxybenzaldehyde Chemical compound C=CCOC1=CC=C(C=O)C=C1 TYNJQOJWNMZQFZ-UHFFFAOYSA-N 0.000 claims description 2
- LROJZZICACKNJL-UHFFFAOYSA-N Duryl aldehyde Chemical compound CC1=CC(C)=C(C=O)C=C1C LROJZZICACKNJL-UHFFFAOYSA-N 0.000 claims description 2
- OVWYEQOVUDKZNU-UHFFFAOYSA-N m-tolualdehyde Chemical compound CC1=CC=CC(C=O)=C1 OVWYEQOVUDKZNU-UHFFFAOYSA-N 0.000 claims description 2
- 229940081310 piperonal Drugs 0.000 claims description 2
- KUIZKZHDMPERHR-UHFFFAOYSA-N 1-phenylprop-2-en-1-one Chemical compound C=CC(=O)C1=CC=CC=C1 KUIZKZHDMPERHR-UHFFFAOYSA-N 0.000 claims 1
- ZWDVQMVZZYIAHO-UHFFFAOYSA-N 2-fluorobenzaldehyde Chemical compound FC1=CC=CC=C1C=O ZWDVQMVZZYIAHO-UHFFFAOYSA-N 0.000 claims 1
- NYNSNUNMTUNAEO-UHFFFAOYSA-N 5,6,7,8-tetrahydronaphthalene-2-carbaldehyde Chemical compound C1CCCC2=CC(C=O)=CC=C21 NYNSNUNMTUNAEO-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 3
- 125000006193 alkinyl group Chemical group 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 45
- 239000000843 powder Substances 0.000 description 44
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 39
- 239000000243 solution Substances 0.000 description 39
- 239000007787 solid Substances 0.000 description 33
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- 238000009835 boiling Methods 0.000 description 29
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 27
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- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 16
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 14
- 150000001241 acetals Chemical class 0.000 description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 13
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- 239000002244 precipitate Substances 0.000 description 11
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 10
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 10
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- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 10
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- 150000003839 salts Chemical class 0.000 description 9
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 8
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- CCLARULDIPFTCP-UHFFFAOYSA-N heptane-1,2,3,4,5,6-hexol Chemical compound CC(O)C(O)C(O)C(O)C(O)CO CCLARULDIPFTCP-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
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- 229960002885 histidine Drugs 0.000 description 1
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- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
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- 230000002401 inhibitory effect Effects 0.000 description 1
- 229960000310 isoleucine Drugs 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 229920000092 linear low density polyethylene Polymers 0.000 description 1
- 239000004707 linear low-density polyethylene Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- IHLVCKWPAMTVTG-UHFFFAOYSA-N lithium;carbanide Chemical compound [Li+].[CH3-] IHLVCKWPAMTVTG-UHFFFAOYSA-N 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229960004452 methionine Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000917 poly(propylene sulfide) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001470 polyketone Polymers 0.000 description 1
- 229920000306 polymethylpentene Polymers 0.000 description 1
- 239000011116 polymethylpentene Substances 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 229960002429 proline Drugs 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 229960001153 serine Drugs 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- IFGCUJZIWBUILZ-UHFFFAOYSA-N sodium 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid Chemical compound [Na+].C=1NC2=CC=CC=C2C=1CC(C(O)=O)NC(=O)C(CC(C)C)NP(O)(=O)OC1OC(C)C(O)C(O)C1O IFGCUJZIWBUILZ-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 229920006301 statistical copolymer Polymers 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- WPLOVIFNBMNBPD-ATHMIXSHSA-N subtilin Chemical compound CC1SCC(NC2=O)C(=O)NC(CC(N)=O)C(=O)NC(C(=O)NC(CCCCN)C(=O)NC(C(C)CC)C(=O)NC(=C)C(=O)NC(CCCCN)C(O)=O)CSC(C)C2NC(=O)C(CC(C)C)NC(=O)C1NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C1NC(=O)C(=C/C)/NC(=O)C(CCC(N)=O)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C2NC(=O)CNC(=O)C3CCCN3C(=O)C(NC(=O)C3NC(=O)C(CC(C)C)NC(=O)C(=C)NC(=O)C(CCC(O)=O)NC(=O)C(NC(=O)C(CCCCN)NC(=O)C(N)CC=4C5=CC=CC=C5NC=4)CSC3)C(C)SC2)C(C)C)C(C)SC1)CC1=CC=CC=C1 WPLOVIFNBMNBPD-ATHMIXSHSA-N 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229960002898 threonine Drugs 0.000 description 1
- 229960004441 tyrosine Drugs 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229960004295 valine Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/26—Hexahydroxylic alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- 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
- C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0083—Nucleating agents promoting the crystallisation of the polymer matrix
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/156—Heterocyclic compounds having oxygen in the ring having two oxygen atoms in the ring
- C08K5/1575—Six-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/831,920 US7262236B2 (en) | 2004-04-26 | 2004-04-26 | Acetal-based compositions |
| US10/831,920 | 2004-04-26 | ||
| US10/893,633 US7157510B2 (en) | 2004-04-26 | 2004-07-16 | Method of nucleating a polyolefin composition with acetal-based compounds |
| US10/893,633 | 2004-07-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2006141650A RU2006141650A (ru) | 2008-06-10 |
| RU2348637C2 true RU2348637C2 (ru) | 2009-03-10 |
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| RU2006141650/04A RU2348637C2 (ru) | 2004-04-26 | 2005-04-05 | Способ нуклеации полиолефиновой композиции ацетальными соединениями |
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| US (2) | US7262236B2 (cg-RX-API-DMAC10.html) |
| EP (2) | EP1740653B1 (cg-RX-API-DMAC10.html) |
| JP (1) | JP4939402B2 (cg-RX-API-DMAC10.html) |
| KR (1) | KR101154076B1 (cg-RX-API-DMAC10.html) |
| CN (2) | CN102532640B (cg-RX-API-DMAC10.html) |
| AT (1) | ATE478077T1 (cg-RX-API-DMAC10.html) |
| BR (1) | BRPI0510300B1 (cg-RX-API-DMAC10.html) |
| DE (1) | DE602005023000D1 (cg-RX-API-DMAC10.html) |
| RU (1) | RU2348637C2 (cg-RX-API-DMAC10.html) |
| WO (2) | WO2005111134A2 (cg-RX-API-DMAC10.html) |
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| US8022133B2 (en) * | 2005-01-28 | 2011-09-20 | Milliken & Company | Co-additive compositions and methods for applying co-additive compositions into nucleated polymer compounds |
| US20080038500A1 (en) * | 2006-02-16 | 2008-02-14 | Page Richard D | Stretch-blow molded polypropylene article |
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| JP5433196B2 (ja) * | 2007-10-12 | 2014-03-05 | 日本ポリプロ株式会社 | 医療用ポリプロピレン系樹脂組成物及び成形品 |
| JP2009120797A (ja) * | 2007-10-24 | 2009-06-04 | Japan Polypropylene Corp | 押出しシートおよびそれからなる包装製品 |
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| BRPI0903440A2 (pt) * | 2008-08-05 | 2010-06-01 | Bridgestone Corp | método para aperfeiçoar a resistência ao escoamento a frio de polìmeros |
| JP5426120B2 (ja) * | 2008-08-06 | 2014-02-26 | 南海化学株式会社 | ジベンジリデンアルジトール類の製造方法 |
| JP5191469B2 (ja) * | 2008-10-24 | 2013-05-08 | 日本ポリプロ株式会社 | 医療用プロピレン系樹脂組成物およびその成形品 |
| JP5183556B2 (ja) * | 2009-04-10 | 2013-04-17 | 日本ポリプロ株式会社 | プロピレン系樹脂組成物および成形品 |
| JP5183561B2 (ja) * | 2009-04-24 | 2013-04-17 | 日本ポリプロ株式会社 | プロピレン系成形品 |
| JP2010254874A (ja) * | 2009-04-28 | 2010-11-11 | Japan Polypropylene Corp | プロピレン系樹脂組成物およびそれを用いた照明カバー |
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| JP2011063781A (ja) * | 2009-09-18 | 2011-03-31 | Japan Polypropylene Corp | 押出しシートおよびそれを用いた成形体 |
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| US8779045B2 (en) * | 2009-10-15 | 2014-07-15 | Milliken & Company | Thermoplastic polymer composition |
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| US597043A (en) * | 1898-01-11 | Ratchet-wrench | ||
| US4314039A (en) * | 1979-08-21 | 1982-02-02 | Mitsui Toatsu Chemicals, Inc. | Polypropylene composition containing a 1.3,2.4-di(alkylbenzylidene) sorbitol |
| US5049605A (en) * | 1989-09-20 | 1991-09-17 | Milliken Research Corporation | Bis(3,4-dialkylbenzylidene) sorbitol acetals and compositions containing same |
| RU2203898C2 (ru) * | 1992-05-01 | 2003-05-10 | Милликен Рисерч Корпорейшн | Порошковый осветлитель и композиция на основе полиолефиновой смолы |
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| JPS5122740A (cg-RX-API-DMAC10.html) | 1974-08-16 | 1976-02-23 | Kenzo Hamada | |
| US4371645A (en) | 1980-04-24 | 1983-02-01 | Milliken Research Corporation | Polyolefin plastic compositions comprising meta- or papa-derivatives (choro- or bromo-) of di-benzyuidene sorbitol |
| FR2613713B1 (fr) * | 1987-04-07 | 1989-08-04 | Roquette Freres | Procede de preparation de diacetals d'alditols, notamment du dibenzylidene-sorbitol, en milieu aqueux |
| JPH089679B2 (ja) | 1988-09-16 | 1996-01-31 | 新日本理化株式会社 | 樹脂改質用ジアセタール組成物及び結晶性樹脂組成物 |
| US5106999A (en) * | 1990-06-26 | 1992-04-21 | The Procter & Gamble Company | Process for preparing dibenzylidene-d-sorbitol compounds |
| CA2082809C (en) | 1990-06-29 | 1995-10-17 | Marino Nebuloni | Pure crystalline form of rifapentine |
| JPH05117435A (ja) * | 1991-10-24 | 1993-05-14 | Sekisui Chem Co Ltd | 発泡性塩化ビニル系樹脂組成物 |
| US5470898A (en) * | 1993-06-30 | 1995-11-28 | Montell North America Inc. | Sorbitol derivatives as nucleators and clarifiers for polyolefins, and polyolefin compositions obtained therewith |
| JP3067972B2 (ja) * | 1995-03-03 | 2000-07-24 | 新日本理化株式会社 | ジアセタールの六方晶結晶、該六方晶結晶を含む核剤、該六方晶結晶を含むポリオレフィン系樹脂組成物及び成形物、並びに該組成物の成形方法 |
| ATE254612T1 (de) * | 1996-11-28 | 2003-12-15 | New Japan Chem Co Ltd | Zuckerderivate, geliermittel, geliermittelzubereitungen, verfahren zu ihrer herstellung und gelzubereitungen |
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| US6500964B2 (en) * | 2001-03-23 | 2002-12-31 | Milliken & Company | Method of producing high yield alditol acetals with mineral acids and surfactants |
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| US8022133B2 (en) * | 2005-01-28 | 2011-09-20 | Milliken & Company | Co-additive compositions and methods for applying co-additive compositions into nucleated polymer compounds |
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- 2004-04-26 US US10/831,920 patent/US7262236B2/en not_active Expired - Lifetime
- 2004-07-16 US US10/893,633 patent/US7157510B2/en not_active Expired - Lifetime
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2005
- 2005-04-05 JP JP2007510753A patent/JP4939402B2/ja not_active Expired - Lifetime
- 2005-04-05 AT AT05778280T patent/ATE478077T1/de not_active IP Right Cessation
- 2005-04-05 WO PCT/US2005/011686 patent/WO2005111134A2/en not_active Ceased
- 2005-04-05 RU RU2006141650/04A patent/RU2348637C2/ru active
- 2005-04-05 CN CN201110411219.7A patent/CN102532640B/zh not_active Expired - Lifetime
- 2005-04-05 CN CN2005800132974A patent/CN1984949B/zh not_active Expired - Lifetime
- 2005-04-05 BR BRPI0510300A patent/BRPI0510300B1/pt active IP Right Grant
- 2005-04-05 EP EP05778280A patent/EP1740653B1/en not_active Expired - Lifetime
- 2005-04-05 WO PCT/US2005/011685 patent/WO2005108479A2/en not_active Ceased
- 2005-04-05 KR KR1020067022196A patent/KR101154076B1/ko not_active Expired - Lifetime
- 2005-04-05 DE DE602005023000T patent/DE602005023000D1/de not_active Expired - Lifetime
- 2005-04-05 EP EP10158625.3A patent/EP2199290B1/en not_active Expired - Lifetime
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US597043A (en) * | 1898-01-11 | Ratchet-wrench | ||
| US4314039A (en) * | 1979-08-21 | 1982-02-02 | Mitsui Toatsu Chemicals, Inc. | Polypropylene composition containing a 1.3,2.4-di(alkylbenzylidene) sorbitol |
| US5049605A (en) * | 1989-09-20 | 1991-09-17 | Milliken Research Corporation | Bis(3,4-dialkylbenzylidene) sorbitol acetals and compositions containing same |
| RU2203898C2 (ru) * | 1992-05-01 | 2003-05-10 | Милликен Рисерч Корпорейшн | Порошковый осветлитель и композиция на основе полиолефиновой смолы |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE478077T1 (de) | 2010-09-15 |
| KR20070017365A (ko) | 2007-02-09 |
| CN102532640A (zh) | 2012-07-04 |
| US20050239928A1 (en) | 2005-10-27 |
| EP1740653B1 (en) | 2010-08-18 |
| US7157510B2 (en) | 2007-01-02 |
| WO2005111134A3 (en) | 2007-02-22 |
| WO2005108479A2 (en) | 2005-11-17 |
| JP2007534827A (ja) | 2007-11-29 |
| EP2199290A2 (en) | 2010-06-23 |
| DE602005023000D1 (de) | 2010-09-30 |
| EP2199290B1 (en) | 2018-06-06 |
| US20050239926A1 (en) | 2005-10-27 |
| KR101154076B1 (ko) | 2012-06-11 |
| CN1984949B (zh) | 2012-01-04 |
| WO2005111134A2 (en) | 2005-11-24 |
| RU2006141650A (ru) | 2008-06-10 |
| BRPI0510300B1 (pt) | 2016-01-26 |
| CN1984949A (zh) | 2007-06-20 |
| EP1740653A4 (en) | 2007-07-04 |
| EP1740653A2 (en) | 2007-01-10 |
| EP2199290A3 (en) | 2011-03-09 |
| US7262236B2 (en) | 2007-08-28 |
| WO2005108479A3 (en) | 2006-12-14 |
| BRPI0510300A (pt) | 2007-10-02 |
| JP4939402B2 (ja) | 2012-05-23 |
| CN102532640B (zh) | 2014-11-26 |
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