ZA200304179B - N-alkoxy-4,4-dioxy-polyalkyl-piperidines as radical polymerization initiators. - Google Patents
N-alkoxy-4,4-dioxy-polyalkyl-piperidines as radical polymerization initiators. Download PDFInfo
- Publication number
- ZA200304179B ZA200304179B ZA200304179A ZA200304179A ZA200304179B ZA 200304179 B ZA200304179 B ZA 200304179B ZA 200304179 A ZA200304179 A ZA 200304179A ZA 200304179 A ZA200304179 A ZA 200304179A ZA 200304179 B ZA200304179 B ZA 200304179B
- Authority
- ZA
- South Africa
- Prior art keywords
- phenyl
- ethoxy
- oxiranylmethoxy
- dioxa
- aza
- Prior art date
Links
- 239000007870 radical polymerization initiator Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 239000000178 monomer Substances 0.000 claims abstract description 20
- 239000003999 initiator Substances 0.000 claims abstract description 17
- 238000010526 radical polymerization reaction Methods 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 7
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 45
- -1 aromatic monocarboxylic acid Chemical class 0.000 claims description 27
- 239000001257 hydrogen Substances 0.000 claims description 23
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 21
- 150000002431 hydrogen Chemical class 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 19
- 150000002148 esters Chemical class 0.000 claims description 18
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- 150000003254 radicals Chemical class 0.000 claims description 13
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 12
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 7
- 238000010539 anionic addition polymerization reaction Methods 0.000 claims description 7
- 239000005711 Benzoic acid Substances 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 235000010233 benzoic acid Nutrition 0.000 claims description 6
- 235000021355 Stearic acid Nutrition 0.000 claims description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 230000000977 initiatory effect Effects 0.000 claims description 4
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000001624 naphthyl group Chemical group 0.000 claims description 3
- GBGFQCABQHIJPC-UHFFFAOYSA-N 2,6-diethyl-2,3,6-trimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-4,4-dipropoxypiperidine Chemical compound CCC1(C)C(C)C(OCCC)(OCCC)CC(C)(CC)N1OC(C)C(C=C1)=CC=C1OCC1OC1 GBGFQCABQHIJPC-UHFFFAOYSA-N 0.000 claims description 2
- QAHKYSRPSPXGHQ-UHFFFAOYSA-N 2,6-diethyl-2,3,6-trimethyl-4,4-bis(2-methylpropoxy)-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(C)CC(OCC(C)C)(OCC(C)C)C(C)C(C)(CC)N1OC(C)C(C=C1)=CC=C1OCC1OC1 QAHKYSRPSPXGHQ-UHFFFAOYSA-N 0.000 claims description 2
- VLXCQTIFTGPLRN-UHFFFAOYSA-N 2,6-diethyl-2,3,6-trimethyl-4,4-dioctoxy-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(C)C(C)C(OCCCCCCCC)(OCCCCCCCC)CC(C)(CC)N1OC(C)C(C=C1)=CC=C1OCC1OC1 VLXCQTIFTGPLRN-UHFFFAOYSA-N 0.000 claims description 2
- OHGCEZAVXADUNJ-UHFFFAOYSA-N 2,6-diethyl-4,4-dimethoxy-2,3,6-trimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(C)CC(OC)(OC)C(C)C(C)(CC)N1OC(C)C(C=C1)=CC=C1OCC1OC1 OHGCEZAVXADUNJ-UHFFFAOYSA-N 0.000 claims description 2
- DGRFAZLQNMGHJI-UHFFFAOYSA-N 3,7,7-triethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CC)COC11CC(CC)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 DGRFAZLQNMGHJI-UHFFFAOYSA-N 0.000 claims description 2
- XWUDZJLHRBSIBM-UHFFFAOYSA-N 3-decyl-7,9-diethyl-6,7,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCCCCCCCCC)COC11C(C)C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(CC)C1 XWUDZJLHRBSIBM-UHFFFAOYSA-N 0.000 claims description 2
- FPCBELKZNGVWHW-UHFFFAOYSA-N 4,4-diethoxy-2,2-diethyl-6,6-dimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(CC)CC(OCC)(OCC)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 FPCBELKZNGVWHW-UHFFFAOYSA-N 0.000 claims description 2
- DVGNPOWSJNYEDU-UHFFFAOYSA-N 7,7-diethyl-3,9,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound C1C(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(CC)CC21OCC(C)O2 DVGNPOWSJNYEDU-UHFFFAOYSA-N 0.000 claims description 2
- NALOXNJJUVDPDQ-UHFFFAOYSA-N 7,7-diethyl-9,9-dimethyl-3-octyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCCCCCCC)COC11CC(CC)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 NALOXNJJUVDPDQ-UHFFFAOYSA-N 0.000 claims description 2
- RZFLJRTWSQJTTD-UHFFFAOYSA-N 7,9-diethyl-6,7,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-3-(phenylmethoxymethyl)-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC1(O1)OCC1COCC1=CC=CC=C1 RZFLJRTWSQJTTD-UHFFFAOYSA-N 0.000 claims description 2
- HBMIMSQZEGFIET-UHFFFAOYSA-N 8,10-diethyl-3,3,8,10,11-pentamethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OCC(C)(C)CO2 HBMIMSQZEGFIET-UHFFFAOYSA-N 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- LBEDOGXOFQKGBT-UHFFFAOYSA-N [7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decan-3-yl]methanol Chemical compound C1C(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(CC)CC21OCC(CO)O2 LBEDOGXOFQKGBT-UHFFFAOYSA-N 0.000 claims description 2
- ZNYJICJEWRFZJK-UHFFFAOYSA-N [8,10-diethyl-3,8,10,11-tetramethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecan-3-yl]methanol Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OCC(C)(CO)CO2 ZNYJICJEWRFZJK-UHFFFAOYSA-N 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 4
- WIBAOQDGPAVHFA-UHFFFAOYSA-N 4,4-dibutoxy-2,2,6,6-tetramethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CC1(C)CC(OCCCC)(OCCCC)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 WIBAOQDGPAVHFA-UHFFFAOYSA-N 0.000 claims 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims 2
- HCEXQYQDRIVWKB-UHFFFAOYSA-N [3,10,10-triethyl-8,8-dimethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecan-3-yl]methanol Chemical compound O1CC(CC)(CO)COC11CC(CC)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 HCEXQYQDRIVWKB-UHFFFAOYSA-N 0.000 claims 2
- 238000010504 bond cleavage reaction Methods 0.000 claims 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims 2
- 150000001993 dienes Chemical class 0.000 claims 2
- 230000007017 scission Effects 0.000 claims 2
- CTDQAGUNKPRERK-UHFFFAOYSA-N spirodecane Chemical compound C1CCCC21CCCCC2 CTDQAGUNKPRERK-UHFFFAOYSA-N 0.000 claims 2
- ZQGLEEFGEZLSAJ-UHFFFAOYSA-N 1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound O1CCCOC11CCNCC1 ZQGLEEFGEZLSAJ-UHFFFAOYSA-N 0.000 claims 1
- ALGIDMMBZGUFSB-UHFFFAOYSA-N 11,11,13,13-tetramethyl-12-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-8,15-dioxa-12-azadispiro[5.2.5^{9}.2^{6}]hexadec-3-ene Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC1(OC1)OCC21CCC=CC2 ALGIDMMBZGUFSB-UHFFFAOYSA-N 0.000 claims 1
- MGRKJZHWSFAFGO-UHFFFAOYSA-N 11,13-diethyl-11,13,14-trimethyl-12-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-8,15-dioxa-12-azadispiro[5.2.5^{9}.2^{6}]hexadec-3-ene Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC1(OC1)OCC21CCC=CC2 MGRKJZHWSFAFGO-UHFFFAOYSA-N 0.000 claims 1
- MMMGTFFFSVGQBS-UHFFFAOYSA-N 2,2,6,6-tetramethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-4,4-bis(phenylmethoxy)piperidine Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC1(OCC=1C=CC=CC=1)OCC1=CC=CC=C1 MMMGTFFFSVGQBS-UHFFFAOYSA-N 0.000 claims 1
- OLGPSRFHGAUKMI-UHFFFAOYSA-N 2,2,6,6-tetramethyl-4,4-bis(2-methylpropoxy)-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CC1(C)CC(OCC(C)C)(OCC(C)C)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 OLGPSRFHGAUKMI-UHFFFAOYSA-N 0.000 claims 1
- NMPXXQPXEPOYAJ-UHFFFAOYSA-N 2,2,6,6-tetramethyl-4,4-dioctoxy-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CC1(C)CC(OCCCCCCCC)(OCCCCCCCC)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 NMPXXQPXEPOYAJ-UHFFFAOYSA-N 0.000 claims 1
- STDBYZGHQVOAEU-UHFFFAOYSA-N 2,2-diethyl-4,4-dimethoxy-6,6-dimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(CC)CC(OC)(OC)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 STDBYZGHQVOAEU-UHFFFAOYSA-N 0.000 claims 1
- IHTVQFSHUTUIOM-UHFFFAOYSA-N 2,2-diethyl-6,6-dimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-4,4-dipropoxypiperidine Chemical compound CCC1(CC)CC(OCCC)(OCCC)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 IHTVQFSHUTUIOM-UHFFFAOYSA-N 0.000 claims 1
- JHRXNMUMBVGIQX-UHFFFAOYSA-N 2,2-diethyl-6,6-dimethyl-4,4-dioctoxy-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(CC)CC(OCCCCCCCC)(OCCCCCCCC)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 JHRXNMUMBVGIQX-UHFFFAOYSA-N 0.000 claims 1
- OXFONELXDRBPDY-UHFFFAOYSA-N 2,3,7,7,9,9-hexamethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC21OC(C)C(C)O2 OXFONELXDRBPDY-UHFFFAOYSA-N 0.000 claims 1
- ULEIEDSPRMQHCR-UHFFFAOYSA-N 2,6-diethyl-2,3,6-trimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-4,4-bis(phenylmethoxy)piperidine Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC1(OCC=1C=CC=CC=1)OCC1=CC=CC=C1 ULEIEDSPRMQHCR-UHFFFAOYSA-N 0.000 claims 1
- PMRZMIFHRKJBDS-UHFFFAOYSA-N 3,3,10,10-tetraethyl-8,8-dimethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound O1CC(CC)(CC)COC11CC(CC)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 PMRZMIFHRKJBDS-UHFFFAOYSA-N 0.000 claims 1
- BZDPHNAHPCCTIC-UHFFFAOYSA-N 3,3,8,8,10,10-hexamethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC21OCC(C)(C)CO2 BZDPHNAHPCCTIC-UHFFFAOYSA-N 0.000 claims 1
- HDOCLSLSWJZVOH-UHFFFAOYSA-N 3,7,7,9,9-pentamethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC21OCC(C)O2 HDOCLSLSWJZVOH-UHFFFAOYSA-N 0.000 claims 1
- BKGUKKDFUYNASS-UHFFFAOYSA-N 3,8,10-triethyl-3,8,10,11-tetramethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound O1CC(CC)(C)COC11C(C)C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(CC)C1 BKGUKKDFUYNASS-UHFFFAOYSA-N 0.000 claims 1
- XDBJIXXZFBKMIP-UHFFFAOYSA-N 3-(cyclohexyloxymethyl)-10,10-diethyl-3,8,8-trimethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound CCC1(CC)CC2(OCC(C)(COC3CCCCC3)CO2)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1CO1 XDBJIXXZFBKMIP-UHFFFAOYSA-N 0.000 claims 1
- XFSZKRKAJBARRE-UHFFFAOYSA-N 3-(cyclohexyloxymethyl)-3,8,8,10,10-pentamethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC1(OC1)OCC1(C)COC1CCCCC1 XFSZKRKAJBARRE-UHFFFAOYSA-N 0.000 claims 1
- LIZKZVQBLDHKCY-UHFFFAOYSA-N 3-azaspiro[5.5]undecane Chemical compound C1CCCCC21CCNCC2 LIZKZVQBLDHKCY-UHFFFAOYSA-N 0.000 claims 1
- YSYTYHZJZUFHMC-UHFFFAOYSA-N 3-dodecyl-7,7,9,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCCCCCCCCCCC)COC11CC(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 YSYTYHZJZUFHMC-UHFFFAOYSA-N 0.000 claims 1
- BFIREMSGAORKIO-UHFFFAOYSA-N 3-dodecyl-7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCCCCCCCCCCC)COC11CC(CC)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 BFIREMSGAORKIO-UHFFFAOYSA-N 0.000 claims 1
- UOPGERLGGGIWEA-UHFFFAOYSA-N 3-dodecyl-7,9-diethyl-6,7,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCCCCCCCCCCC)COC11C(C)C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(CC)C1 UOPGERLGGGIWEA-UHFFFAOYSA-N 0.000 claims 1
- GJNBEFUNCLNGJF-UHFFFAOYSA-N 3-ethyl-7,7,9,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CC)COC11CC(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 GJNBEFUNCLNGJF-UHFFFAOYSA-N 0.000 claims 1
- NJLAFCJHLYQOLD-UHFFFAOYSA-N 4,4-dibutoxy-2,2-diethyl-6,6-dimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(CC)CC(OCCCC)(OCCCC)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 NJLAFCJHLYQOLD-UHFFFAOYSA-N 0.000 claims 1
- CNXWHAYGDOBGTJ-UHFFFAOYSA-N 4,4-dicyclohexyloxy-2,2-diethyl-6,6-dimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(CC)CC(OC2CCCCC2)(OC2CCCCC2)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1CO1 CNXWHAYGDOBGTJ-UHFFFAOYSA-N 0.000 claims 1
- JKLVJSGRWXMGFX-UHFFFAOYSA-N 4,4-diethoxy-2,6-diethyl-2,3,6-trimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(C)C(C)C(OCC)(OCC)CC(C)(CC)N1OC(C)C(C=C1)=CC=C1OCC1OC1 JKLVJSGRWXMGFX-UHFFFAOYSA-N 0.000 claims 1
- ZKHHTLHYKQRCPS-UHFFFAOYSA-N 4,4-dimethoxy-2,2,6,6-tetramethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CC1(C)CC(OC)(OC)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 ZKHHTLHYKQRCPS-UHFFFAOYSA-N 0.000 claims 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims 1
- BCTCKHVYSYOPAG-UHFFFAOYSA-N 7,7,9,9-tetramethyl-3-octyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCCCCCCC)COC11CC(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 BCTCKHVYSYOPAG-UHFFFAOYSA-N 0.000 claims 1
- CLGSQQZGTPRVFD-UHFFFAOYSA-N 7,7,9,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC21OCCO2 CLGSQQZGTPRVFD-UHFFFAOYSA-N 0.000 claims 1
- IFQVKXHKWCABFF-UHFFFAOYSA-N 7,7,9,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-3-propyl-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCC)COC11CC(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 IFQVKXHKWCABFF-UHFFFAOYSA-N 0.000 claims 1
- OUHLBIHRWZHNCP-UHFFFAOYSA-N 7,7-diethyl-3,3,9,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound C1C(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(CC)CC21OCC(C)(C)O2 OUHLBIHRWZHNCP-UHFFFAOYSA-N 0.000 claims 1
- UVRAJOYMKGLBSN-UHFFFAOYSA-N 7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound C1C(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(CC)CC21OCCO2 UVRAJOYMKGLBSN-UHFFFAOYSA-N 0.000 claims 1
- DRBNKEQBGKSGOZ-UHFFFAOYSA-N 7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-3-(phenylmethoxymethyl)-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CCC1(CC)CC2(OC(COCC=3C=CC=CC=3)CO2)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1CO1 DRBNKEQBGKSGOZ-UHFFFAOYSA-N 0.000 claims 1
- OGTDFMMSXHFKEN-UHFFFAOYSA-N 7,9-diethyl-2,3,6,7,9-pentamethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OC(C)C(C)O2 OGTDFMMSXHFKEN-UHFFFAOYSA-N 0.000 claims 1
- ATQVZLAHFBZQIJ-UHFFFAOYSA-N 7,9-diethyl-3,6,7,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OCC(C)O2 ATQVZLAHFBZQIJ-UHFFFAOYSA-N 0.000 claims 1
- SYNHCENRCUAUNM-UHFFFAOYSA-N Nitrogen mustard N-oxide hydrochloride Chemical group Cl.ClCC[N+]([O-])(C)CCCl SYNHCENRCUAUNM-UHFFFAOYSA-N 0.000 claims 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims 1
- RCWQNZIGUSTSRR-UHFFFAOYSA-N [3,8,8,10,10-pentamethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecan-3-yl]methanol Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC21OCC(C)(CO)CO2 RCWQNZIGUSTSRR-UHFFFAOYSA-N 0.000 claims 1
- KOPCPKCHBOFTQP-UHFFFAOYSA-N [7,7,9,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decan-3-yl]methanol Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC21OCC(CO)O2 KOPCPKCHBOFTQP-UHFFFAOYSA-N 0.000 claims 1
- OQHBJDQNNVGFEQ-UHFFFAOYSA-N [7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decan-3-yl]methyl acetate Chemical compound C1C(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(CC)CC21OCC(COC(C)=O)O2 OQHBJDQNNVGFEQ-UHFFFAOYSA-N 0.000 claims 1
- IKTOJKCWFNGDDE-UHFFFAOYSA-N [7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decan-3-yl]methyl octadecanoate Chemical compound O1C(COC(=O)CCCCCCCCCCCCCCCCC)COC11CC(CC)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 IKTOJKCWFNGDDE-UHFFFAOYSA-N 0.000 claims 1
- UWYPICFWRWQVES-UHFFFAOYSA-N [8,10-diethyl-3,8,10,11-tetramethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecan-3-yl]methyl acetate Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OCC(C)(COC(C)=O)CO2 UWYPICFWRWQVES-UHFFFAOYSA-N 0.000 claims 1
- 150000003926 acrylamides Chemical class 0.000 claims 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims 1
- GFZUCLSKYUDKKY-UHFFFAOYSA-N bis[[3,8,8,10,10-pentamethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecan-3-yl]methyl] octanedioate Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC1(OC1)OCC1(C)COC(=O)CCCCCCC(=O)OCC(CO1)(C)COC1(CC1(C)C)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1CO1 GFZUCLSKYUDKKY-UHFFFAOYSA-N 0.000 claims 1
- VEFGEYHCUAOSGB-UHFFFAOYSA-N bis[[7,7,9,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decan-3-yl]methyl] benzene-1,4-dicarboxylate Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)ON(C(C1)(C)C)C(C)(C)CC1(O1)OCC1COC(=O)C(C=C1)=CC=C1C(=O)OCC(O1)COC1(CC1(C)C)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1CO1 VEFGEYHCUAOSGB-UHFFFAOYSA-N 0.000 claims 1
- CYDGUCXAVSKHJR-UHFFFAOYSA-N bis[[7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decan-3-yl]methyl] octanedioate Chemical compound CCC1(CC)CC2(OC(COC(=O)CCCCCCC(=O)OCC3OC4(CC(CC)(CC)N(OC(C)C=5C=CC(OCC6OC6)=CC=5)C(C)(C)C4)OC3)CO2)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1CO1 CYDGUCXAVSKHJR-UHFFFAOYSA-N 0.000 claims 1
- PFGGUPOSJAMQDM-UHFFFAOYSA-N dimethyl 7,7,9,9-tetramethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane-2,3-dicarboxylate Chemical compound O1C(C(=O)OC)C(C(=O)OC)OC11CC(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 PFGGUPOSJAMQDM-UHFFFAOYSA-N 0.000 claims 1
- HBFWGHNFPMRVIS-UHFFFAOYSA-N dimethyl 7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane-2,3-dicarboxylate Chemical compound C1C(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(CC)CC21OC(C(=O)OC)C(C(=O)OC)O2 HBFWGHNFPMRVIS-UHFFFAOYSA-N 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- ZZIWFKZKQVWNNN-UHFFFAOYSA-N methyl 3,8,8,10,10-pentamethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane-3-carboxylate Chemical compound O1CC(C(=O)OC)(C)COC11CC(C)(C)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 ZZIWFKZKQVWNNN-UHFFFAOYSA-N 0.000 claims 1
- LVUUZDVGYJABOG-UHFFFAOYSA-N nitroso prop-2-enoate Chemical compound C=CC(=O)ON=O LVUUZDVGYJABOG-UHFFFAOYSA-N 0.000 claims 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- NECLQTPQJZSWOE-UHFFFAOYSA-N spiro[5.5]undecane Chemical compound C1CCCCC21CCCCC2 NECLQTPQJZSWOE-UHFFFAOYSA-N 0.000 claims 1
- 150000003440 styrenes Chemical class 0.000 claims 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 abstract description 14
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract description 9
- 125000004122 cyclic group Chemical group 0.000 abstract description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-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
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 2
- JBDSSBMEKXHSJF-UHFFFAOYSA-N cyclopentanecarboxylic acid Chemical compound OC(=O)C1CCCC1 JBDSSBMEKXHSJF-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 230000001404 mediated effect Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 description 2
- 239000012038 nucleophile Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 125000003386 piperidinyl group Chemical group 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-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
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical class CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- LMQJZPNTLDBCHC-UHFFFAOYSA-N 1,1,3,3-tetraethyl-2h-isoindole Chemical compound C1=CC=C2C(CC)(CC)NC(CC)(CC)C2=C1 LMQJZPNTLDBCHC-UHFFFAOYSA-N 0.000 description 1
- WNGJCVHWVCNYHU-UHFFFAOYSA-N 1,1,3,3-tetrapropyl-2h-isoindole Chemical compound C1=CC=C2C(CCC)(CCC)NC(CCC)(CCC)C2=C1 WNGJCVHWVCNYHU-UHFFFAOYSA-N 0.000 description 1
- YAXWOADCWUUUNX-UHFFFAOYSA-N 1,2,2,3-tetramethylpiperidine Chemical group CC1CCCN(C)C1(C)C YAXWOADCWUUUNX-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- FMRWQLAJBBKXDM-UHFFFAOYSA-N 2,2,5,5-tetramethylpyrrolidine Chemical compound CC1(C)CCC(C)(C)N1 FMRWQLAJBBKXDM-UHFFFAOYSA-N 0.000 description 1
- JMFNLZHAWKNGOC-UHFFFAOYSA-N 2,2-diethyl-6,6-dimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-4,4-bis(phenylmethoxy)piperidine Chemical compound CCC1(CC)CC(OCC=2C=CC=CC=2)(OCC=2C=CC=CC=2)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1CO1 JMFNLZHAWKNGOC-UHFFFAOYSA-N 0.000 description 1
- ZKQNMYRALHNCGS-UHFFFAOYSA-N 2,2-diethyl-6,6-dimethyl-4,4-bis(2-methylpropoxy)-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CCC1(CC)CC(OCC(C)C)(OCC(C)C)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1OC1 ZKQNMYRALHNCGS-UHFFFAOYSA-N 0.000 description 1
- JZKAARNTTZWGDY-UHFFFAOYSA-N 2,2-diethyl-6,6-dimethylpiperidine Chemical compound CCC1(CC)CCCC(C)(C)N1 JZKAARNTTZWGDY-UHFFFAOYSA-N 0.000 description 1
- FRHFINGTNDBFTG-UHFFFAOYSA-N 2,4-diethyl-2,4,5-trimethyl-3-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-7,12-dioxa-3-azaspiro[5.6]dodec-9-ene Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OCC=CCO2 FRHFINGTNDBFTG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical class CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QFRPKOGLAAAGLZ-UHFFFAOYSA-N 3,3,8,10-tetraethyl-8,10,11-trimethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound O1CC(CC)(CC)COC11C(C)C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(CC)C1 QFRPKOGLAAAGLZ-UHFFFAOYSA-N 0.000 description 1
- XPIRSLIZSZRUFD-UHFFFAOYSA-N 3-(cyclohexyloxymethyl)-7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CCC1(CC)CC2(OC(COC3CCCCC3)CO2)CC(C)(C)N1OC(C)C(C=C1)=CC=C1OCC1CO1 XPIRSLIZSZRUFD-UHFFFAOYSA-N 0.000 description 1
- UBADMRKZCYGOAR-UHFFFAOYSA-N 3-(cyclohexyloxymethyl)-7,9-diethyl-6,7,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC1(O1)OCC1COC1CCCCC1 UBADMRKZCYGOAR-UHFFFAOYSA-N 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- STJCLHWEOCPJAD-UHFFFAOYSA-N 3-butyl-3,8,10-triethyl-8,10,11-trimethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound O1CC(CCCC)(CC)COC11C(C)C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(CC)C1 STJCLHWEOCPJAD-UHFFFAOYSA-N 0.000 description 1
- HKDFTGUYDUPHHU-UHFFFAOYSA-N 3-butyl-7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCCC)COC11CC(CC)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 HKDFTGUYDUPHHU-UHFFFAOYSA-N 0.000 description 1
- CDAVYRSGYCPAPE-UHFFFAOYSA-N 3-butyl-7,9-diethyl-6,7,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCCC)COC11C(C)C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(CC)C1 CDAVYRSGYCPAPE-UHFFFAOYSA-N 0.000 description 1
- RQEQNOGRFSHTMQ-UHFFFAOYSA-N 4,4-dicyclohexyloxy-2,6-diethyl-2,3,6-trimethyl-1-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC1(OC1CCCCC1)OC1CCCCC1 RQEQNOGRFSHTMQ-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- CQSJGKBMHXBSLH-UHFFFAOYSA-N 7,7-diethyl-9,9-dimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-3-propyl-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1C(CCC)COC11CC(CC)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(C)(C)C1 CQSJGKBMHXBSLH-UHFFFAOYSA-N 0.000 description 1
- JVMLTFJGVPYRIL-UHFFFAOYSA-N 7,9-diethyl-3,3,6,7,9-pentamethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OCC(C)(C)O2 JVMLTFJGVPYRIL-UHFFFAOYSA-N 0.000 description 1
- IMPHVTQOWHZTFC-UHFFFAOYSA-N 7,9-diethyl-3-(methoxymethyl)-6,7,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OCC(COC)O2 IMPHVTQOWHZTFC-UHFFFAOYSA-N 0.000 description 1
- NIMUIMZZVBIIGU-UHFFFAOYSA-N 7,9-diethyl-6,7,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC21OCCO2 NIMUIMZZVBIIGU-UHFFFAOYSA-N 0.000 description 1
- TULAQJSQTQQORH-UHFFFAOYSA-N 8,10-diethyl-3,8,10,11-tetramethyl-9-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-3-(phenylmethoxymethyl)-1,5-dioxa-9-azaspiro[5.5]undecane Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC1(OC1)OCC1(C)COCC1=CC=CC=C1 TULAQJSQTQQORH-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Chemical class 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000006193 alkinyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005262 alkoxyamine group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- RXWGKYREFFAQRU-UHFFFAOYSA-N bis[[7,9-diethyl-6,7,9-trimethyl-8-[1-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]-1,4-dioxa-8-azaspiro[4.5]decan-3-yl]methyl] benzene-1,4-dicarboxylate Chemical compound CC1C(C)(CC)N(OC(C)C=2C=CC(OCC3OC3)=CC=2)C(CC)(C)CC1(O1)OCC1COC(=O)C(C=C1)=CC=C1C(=O)OCC(O1)COC1(C(C1(CC)C)C)CC(C)(CC)N1OC(C)C(C=C1)=CC=C1OCC1CO1 RXWGKYREFFAQRU-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical class CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229960004232 linoleic acid Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 229920006030 multiblock copolymer Polymers 0.000 description 1
- CATWEXRJGNBIJD-UHFFFAOYSA-N n-tert-butyl-2-methylpropan-2-amine Chemical compound CC(C)(C)NC(C)(C)C CATWEXRJGNBIJD-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical class CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000008117 stearic acid Chemical class 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-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
- C08F4/00—Polymerisation catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00811191 | 2000-12-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200304179B true ZA200304179B (en) | 2004-04-21 |
Family
ID=8175081
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200304179A ZA200304179B (en) | 2000-12-14 | 2003-05-29 | N-alkoxy-4,4-dioxy-polyalkyl-piperidines as radical polymerization initiators. |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7235663B2 (zh) |
| EP (1) | EP1341763B1 (zh) |
| JP (1) | JP4546027B2 (zh) |
| KR (1) | KR100820123B1 (zh) |
| CN (1) | CN1231470C (zh) |
| AT (1) | ATE269306T1 (zh) |
| AU (2) | AU2002224840B2 (zh) |
| BR (1) | BR0116204A (zh) |
| CA (1) | CA2430673C (zh) |
| DE (1) | DE60103929T2 (zh) |
| DK (1) | DK1341763T3 (zh) |
| ES (1) | ES2221910T3 (zh) |
| MX (1) | MXPA03005291A (zh) |
| RU (1) | RU2281281C2 (zh) |
| TW (1) | TWI274053B (zh) |
| WO (1) | WO2002048109A2 (zh) |
| ZA (1) | ZA200304179B (zh) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE60325380D1 (de) * | 2002-09-04 | 2009-01-29 | Ciba Holding Inc | Verfahren zur herstellung von kammförmigen und sternförmigen copolymeren mit hilfe von mit epoxidgruppen funktionalisierten nitroxylethern |
| US7115684B2 (en) * | 2003-02-05 | 2006-10-03 | Dow Global Technologies Inc. | High gloss rubber modified monovinylidene aromatic polymers produced by a mass polymerization process |
| EP1615962A2 (en) * | 2003-02-10 | 2006-01-18 | Ciba SC Holding AG | Comb copolymers with defined side chains and process for their manufacture |
| US6967228B2 (en) | 2003-05-01 | 2005-11-22 | Firestone Polymers, Llc | Stable free radical polymers |
| ATE482985T1 (de) * | 2005-04-04 | 2010-10-15 | Basf Se | Verfahren zur herstellung von stern- und blockcopolymeren über epoxidfunktionelle alkoxyamine |
| US7279527B2 (en) | 2005-04-22 | 2007-10-09 | Bridgestone Corporation | Method of converting anionic living end to protected free radical living end and applications thereof |
| US20100311920A1 (en) * | 2005-08-26 | 2010-12-09 | Cid Centro De Investigacion Y Desarrollo Tecnologico Sa De Cv | Using Reactive Block Copolymers as Chain Extenders and Surface Modifiers |
| US8357759B2 (en) | 2005-08-26 | 2013-01-22 | CID Centro de Investigación y Desarrollo Tecnológico S.A. de C.V. | Reactive block copolymers |
| US20100311849A1 (en) * | 2006-08-23 | 2010-12-09 | Cid Centro De Investigacion Y Desarrollo Tecnologico Sa De Cv | Using Reactive Block Copolymers as Chain Extenders and Surface Modifiers |
| US8030410B2 (en) | 2006-12-29 | 2011-10-04 | Bridgestone Corporation | Method for generating free radical capable polymers using carbonyl-containing compounds |
| US7560509B2 (en) | 2006-12-29 | 2009-07-14 | Bridgestone Corporation | Method of directing grafting by controlling the location of high vinyl segments in a polymer |
| US7737218B2 (en) | 2006-12-29 | 2010-06-15 | Bridgestone Corporation | Method for generating free radical capable polymers using tin or silicon halide compounds |
| US7396887B1 (en) | 2006-12-29 | 2008-07-08 | Bridgestone Corporation | Insitu removal of chelator from anionic polymerization reactions |
| WO2012000992A1 (en) | 2010-06-29 | 2012-01-05 | Basf Se | Process for improving the flow properties of polymer melts |
| KR102004562B1 (ko) | 2011-10-25 | 2019-07-26 | 헨켈 아게 운트 코 카게아아 | 세탁 과정에서의 오염 재부착방지제 및 방오제로서의 빗살형 또는 블록 공중합체의 용도 |
| EP2978786A1 (en) | 2013-03-27 | 2016-02-03 | Basf Se | Block copolymers as soil release agents in laundry processes |
| JP6255633B2 (ja) * | 2015-07-24 | 2018-01-10 | Dic株式会社 | 安定剤化合物、液晶組成物および表示素子 |
| CN108504342A (zh) * | 2018-04-09 | 2018-09-07 | 王建东 | 一种堵水剂的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR930000892B1 (ko) | 1983-07-11 | 1993-02-11 | 커몬웰스 사이언티픽 앤드 인더스트리얼 리셔치 오가니제이숀 | 신규의 개시제를 사용하여 중합체 또는 공중합체를 제조하는방법 |
| US4921962A (en) | 1988-10-19 | 1990-05-01 | Ciba-Geigy Corporation | Process for preparing N-hydrocarbyloxy derivatives of sterically hindered amines |
| EP0467851A1 (en) * | 1990-07-20 | 1992-01-22 | Ciba-Geigy Ag | Stabilized monomer compositions |
| ES2146985T3 (es) | 1996-03-29 | 2000-08-16 | Dow Chemical Co | Formacion de copolimero de bloque in situ durante la polimerizacion de un monomero de vinilo aromatico |
| SG82601A1 (en) | 1998-03-09 | 2001-08-21 | Ciba Sc Holding Ag | 1-alkoxy-polyalkyl-piperidine derivatives and their use as polymerization regulators |
| TW495515B (en) | 1998-03-09 | 2002-07-21 | Ciba Sc Holding Ag | 1-alkoxy-polyalkyl-piperidine derivatives, a polymerizable composition containing the same and a process for polymerization |
| TW541303B (en) | 2000-03-22 | 2003-07-11 | Ciba Sc Holding Ag | 2,2,6,6 diethyl-dimethyl-1-alkoxy-piperidine compounds and their corresponding 1-oxides |
-
2001
- 2001-11-08 TW TW090127738A patent/TWI274053B/zh not_active IP Right Cessation
- 2001-11-12 CA CA2430673A patent/CA2430673C/en not_active Expired - Fee Related
- 2001-11-12 MX MXPA03005291A patent/MXPA03005291A/es active IP Right Grant
- 2001-11-12 AT AT01994648T patent/ATE269306T1/de active
- 2001-11-12 AU AU2002224840A patent/AU2002224840B2/en not_active Ceased
- 2001-11-12 US US10/450,227 patent/US7235663B2/en not_active Expired - Fee Related
- 2001-11-12 EP EP01994648A patent/EP1341763B1/en not_active Expired - Lifetime
- 2001-11-12 AU AU2484002A patent/AU2484002A/xx active Pending
- 2001-11-12 JP JP2002549640A patent/JP4546027B2/ja not_active Expired - Fee Related
- 2001-11-12 DK DK01994648T patent/DK1341763T3/da active
- 2001-11-12 WO PCT/EP2001/013071 patent/WO2002048109A2/en active IP Right Grant
- 2001-11-12 RU RU2003120516/04A patent/RU2281281C2/ru not_active IP Right Cessation
- 2001-11-12 DE DE60103929T patent/DE60103929T2/de not_active Expired - Lifetime
- 2001-11-12 ES ES01994648T patent/ES2221910T3/es not_active Expired - Lifetime
- 2001-11-12 BR BR0116204-7A patent/BR0116204A/pt not_active Application Discontinuation
- 2001-11-12 CN CNB018206387A patent/CN1231470C/zh not_active Expired - Fee Related
- 2001-11-12 KR KR1020037007801A patent/KR100820123B1/ko not_active IP Right Cessation
-
2003
- 2003-05-29 ZA ZA200304179A patent/ZA200304179B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002048109A3 (en) | 2002-08-29 |
| DE60103929D1 (de) | 2004-07-22 |
| US7235663B2 (en) | 2007-06-26 |
| ES2221910T3 (es) | 2005-01-16 |
| WO2002048109A2 (en) | 2002-06-20 |
| EP1341763B1 (en) | 2004-06-16 |
| AU2002224840B2 (en) | 2006-10-26 |
| KR100820123B1 (ko) | 2008-04-08 |
| RU2003120516A (ru) | 2005-03-10 |
| DE60103929T2 (de) | 2005-07-14 |
| MXPA03005291A (es) | 2003-10-06 |
| US20040049043A1 (en) | 2004-03-11 |
| CN1231470C (zh) | 2005-12-14 |
| TWI274053B (en) | 2007-02-21 |
| KR20030096239A (ko) | 2003-12-24 |
| WO2002048109A8 (en) | 2003-04-10 |
| ATE269306T1 (de) | 2004-07-15 |
| CN1481363A (zh) | 2004-03-10 |
| EP1341763A2 (en) | 2003-09-10 |
| BR0116204A (pt) | 2003-12-23 |
| CA2430673A1 (en) | 2002-06-20 |
| RU2281281C2 (ru) | 2006-08-10 |
| DK1341763T3 (da) | 2004-09-06 |
| JP2004515540A (ja) | 2004-05-27 |
| JP4546027B2 (ja) | 2010-09-15 |
| CA2430673C (en) | 2010-02-09 |
| AU2484002A (en) | 2002-06-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ZA200304179B (en) | N-alkoxy-4,4-dioxy-polyalkyl-piperidines as radical polymerization initiators. | |
| US7288613B2 (en) | N-alkoxy-4,4-dioxy-polyalkyl-piperidine compounds, their corresponding N-oxides and controlled radical polymerization therewith | |
| AU2002224840A1 (en) | N-alkoxy-4,4-dioxy-polyalkyl-piperidines as radical polymerization initiators | |
| AU740409B2 (en) | Controlled free radical polymerization process | |
| JP2001316365A (ja) | ２，２，６，６−ジエチル−ジメチル−１−アルコキシ−ピペリジン化合物およびそれらの相当する１−オキシド | |
| EP1397349B1 (en) | 4-imino-n-alkoxy or oxy-polyalkyl-piperidine compounds and their use as polymerization regulators | |
| US6639033B1 (en) | N-oxyl radicals | |
| US7868171B2 (en) | N-alkoxy-4, 4-dioxy-polyalkyl-piperidines as radical polymerization initiators | |
| US20040002606A1 (en) | Process for the synthesis for alkoxy amines and their use in controlled radical polymerization | |
| US20040122270A1 (en) | In-situ polymerization of monoethylenically unsaturated monomers with secondary amines | |
| EP1428839A1 (en) | In-situ polymerization of monoethylenically unsaturated monomers with secondary amines |