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    • 6. 发明公开
    • NITRATED HYDROCARBONS AND DERIVATIVES
    • NIDRIERTE KOHLENWASSERSTOFFE UND DEREN DERIVATE
    • EP3121162A1
    • 2017-01-25
    • EP16184250.5
    • 2009-04-08
    • ANGUS CHEMICAL COMPANY
    • TRAUTH, Daniel M.GREEN, George DavidSWEDO, RaymondJAMES, Richard L.TOMLINSON, Ian A.
    • C07C205/02C07C205/15C07C215/08C07C215/10C07C215/20C07C239/10C07D263/06C07D263/52C07C205/04C07C205/05C07C205/06C07C205/16C07C205/18C07C215/28C07C215/42C07D263/04C07D498/04C07D498/10
    • C07D498/10A01N43/76A01N43/90C07C201/08C07C201/12C07C205/02C07C205/04C07C205/05C07C205/06C07C205/15C07C205/16C07C205/18C07C215/08C07C215/20C07C215/28C07C215/42C07C239/10C07C2601/08C07C2601/14C07C2601/18C07C2602/10C07D263/04C07D263/52C07D498/04C08G18/3271Y02P20/582
    • A compound selected from the group consisting of formula I-1, II-1, III-1 and IV-1:

      or a compound selected from the group consisting of: 2-(hydroxylamino)hexane, 3-(hydroxylamino)hexane, 2-(hydroxylamino)octane, and 3-(hydroxylamino)octane, wherein: R 7 and R 9 are independently linear C 2 -C 17 alkyl; R 11 is an unsubstituted linear C 2 -C 17 alkyl; R 8 is H or linear C 1 -C 8 alkyl; R 10 and R 14 are independently H, linear C 1 -C 8 alkyl, or CH 2 OH, or R 9 , R 10 , and the carbon to which they are attached form an eight membered cycloalkyl ring; R 12 is H, an unsubstituted linear C 1 -C 8 alkyl, or CH 2 OH, or R 11 , R 12 , and the carbon to which they are attached form a C 9 -C 11 cycloalkyl ring; R 13 is C 2 -C 20 alkyl, C 3 -C 12 cycloalkyl, aryl, or aryl-alkyl-; R 14 is H or C 1 -C 12 alkyl, or R 13 and R 14 together with the carbon to which they are attached form a C 3 -C 12 cycloalkyl ring; R 15 is H, or R 14 , R 15 , and the atoms to which they are attached form an oxazolidine ring that is optionally substituted with C 1 -C 6 alkyl; and R 16 is H, C 1 -C 12 alkyl, C 3 -C 12 cycloalkyl, or aryl;
      provided that: when the compound is selected from formula I-1, the total number of carbons in R 7 and R 8 , together with the carbon to which they are attached, is 10 to 18; and the compound is not 1-nitrodecane, 2-nitrodecane, 1-nitroundecane, 2-nitroundecane, 3-nitroundecane, 4-nitroundecane, 5-nitroundecane, 6-nitroundecane, 1-nitrododecane, 2-nitrododecane, 3-nitrododecane, 4-nitrododecane, 5-nitrododecane, 6-nitrododecane, 1-nitrotridecane, 2-nitrotridecane, 3-nitrotridecane, 6-nitrotridecane, 1-nitrotetradecane, 1-nitropentadecane, 1-nitrohexadecane, 2-nitrohexadecane, 1-nitroheptadecane, 1-nitrooctadecane, or 2-nitrooctadecane; when the compound is selected from formula II-1, if R 10 is H or linear C 1 -C 8 alkyl, the total number of carbons in R 9 and R 10 , together with the carbon to which they are attached, is 5 to 18; or if R 10 is CH 2 OH, R 9 is linear C 12 -C 16 alkyl; and the compound is not 2-nitro-1-hexanol, 2-nitro-1-heptanol, 2-nitro-1-octanol, 2-methyl-2-nitro-1-heptanol, or 2-nitro-1-dodecanol; when the compound is selected from formula III-1, if R 12 is H or linear C 1 -C 8 alkyl, the total number of carbons in R 11 and R 12 , together with the carbon to which they are attached, is 6 to 18; or if R 12 is CH 2 OH, R 11 is linear C 7 -C 17 alkyl; and the compound is not 2-amino-1-heptanol, 2-amino-2-methyl-1-hexanol, 2-amino-1-octanol, 2-amino-2-ethyl-1-hexanol, 2-amino-1-nonanol, 2-amino-2-methyl-1-octanol, 2-amino-1-decanol, 2-amino-2-octyl-1,3-propanediol, 2-amino-2-butyl-1-hexanol, 2-amino-1-undecanol, 2-amino-1-dodecanol, 2-amino-2-decyl-1,3-propanediol, 2-amino-1-tridecanol, 2-amino-2-methyl-1-dodecanol, 2-amino-1-tetradecanol, 2-amino-2-dodecyl-1,3-propanediol, 2-amino-2-methyl-1-tridecanol, 2-amino-1-pentadecanol, 2-amino-2-tridecyl-1,3-propanediol, 2-amino-1-hexadecanol, 2-amino-2-tetradecyl-1,3-propanediol, 2-amino-2-methyl-1-pentadecanol, 2-amino-2-hexyl-1-decanol, 2-amino-1-heptadecanol, 2-amino-2-pentadecyl-1,3-propanediol, 2-amino-1-octadecanol, or 2-amino-2-hexadecyl-1,3-propanediol; and when the compound is selected from formula IV-1, if R 13 is an ethyl group, R 14 is not H; and the compound is not 5-propyl-1-aza-3,7-dioxabicyclo[3.3.0]octane, 4,4-diethyl-1-oxa-3-azacyclopentane, 3-oxa-1-azaspiro[4.4]nonane, 3-oxa-1-azaspiro[4.5]decane, or 3-oxa-1-azaspiro[4.7]dodecane.
    • 选自式I-1,II-1,III-1和IV-1的化合物或选自2-(羟基氨基)己烷,3-(羟基氨基)己烷,2 - (羟基氨基)辛烷和3-(羟基氨基)辛烷,其中:R 7和R 9独立地为直链C 2 -C 17烷基; R 11是未取代的直链C 2 -C 17烷基; R 8是H或直链C 1 -C 8烷基; R 10和R 14独立地为H,直链C 1 -C 8烷基或CH 2 OH或R 9,R 10,并且它们连接的碳形成八元环烷基环; R 12是H,未取代的直链C 1 -C 8烷基或CH 2 OH或R 11,R 12,并且它们连接的碳形成C 9 -C 11环烷基环; R 13是C 2 -C 20烷基,C 3 -C 12环烷基,芳基或芳基 - 烷基 - ; R 14是H或C 1 -C 12烷基,或R 13和R 14与它们所连接的碳一起形成C 3 -C 12环烷基环; R 15是H或R 14,R 15,并且它们所连接的原子形成任选被C 1 -C 6烷基取代的恶唑烷环; 和R 16是H,C 1 -C 12烷基,C 3 -C 12环烷基或芳基; 条件是:当化合物选自式I-1时,R 7和R 8中的碳总数与它们所连接的碳一起为10至18; 并且化合物不是1-硝基癸烷,2-硝基癸烷,1-硝基十四烷,2-硝基十四烷,3-硝基十四烷,4-硝基十四烷,5-硝基十四烷,6-硝基十二烷,1-硝基十二烷,2-硝基十二烷,3-硝基十二烷,4 - 硝基十二烷,6-硝基十二烷,1-硝基十三烷,2-硝基十三烷,3-硝基十三烷,6-硝基十三烷,1-硝基十四烷,1-硝基十五烷,1-硝基十六烷,2-硝基十六烷,1-硝基十五烷,1-硝基十八烷 ,或2-硝基十八烷; 当化合物选自式II-1时,如果R 10是H或直链C 1 -C 8烷基,则R 9和R 10中的碳总数与它们所连接的碳一起为5〜 18; 或者如果R 10是CH 2 OH,R 9是直链C 12 -C 16烷基; 该化合物不是2-硝基-1-己醇,2-硝基-1-庚醇,2-硝基-1-辛醇,2-甲基-2-硝基-1-庚醇或2-硝基-1-十二烷醇; 当化合物选自式III-1时,如果R 12是H或直链C 1 -C 8烷基,则R 11和R 12中的碳总数与它们所连接的碳一起为6〜 18; 或者如果R 12是CH 2 OH,则R 11是直链C 7 -C 17烷基; 该化合物不是2-氨基-1-庚醇,2-氨基-2-甲基-1-己醇,2-氨基-1-辛醇,2-氨基-2-乙基-1-己醇,2-氨基-1 - 壬醇,2-氨基-2-甲基-1-辛醇,2-氨基-1-癸醇,2-氨基-2-辛基-1,3-丙二醇,2-氨基-2-丁基-1-己醇,2 2-氨基-1-十一烷醇,2-氨基-1-十一烷醇,2-氨基-1-癸醇,2-氨基-1-十一烷醇,2-氨基-1-十一烷醇,2-氨基-1-十一烷醇, - 氨基-1-十四烷醇,2-氨基-2-十二烷基-1,3-丙二醇,2-氨基-2-甲基-1-十三烷醇,2-氨基-1-十五烷醇,2-氨基-2-十三烷基-1 3-丙二醇,2-氨基-1-十六烷醇,2-氨基-2-十四烷基-1,3-丙二醇,2-氨基-2-甲基-1-十五烷醇,2-氨基-2-己基-1-癸醇 2-氨基-1-十七烷醇,2-氨基-2-十五烷基-1,3-丙二醇,2-氨基-1-十八烷醇或2-氨基-2-十六烷基-1,3-丙二醇; 当化合物选自式IV-1时,如果R 13是乙基,则R 14不是H; 并且该化合物不是5-丙基-1-氮杂-3,7-二氧杂二环[3.3.0]辛烷,4,4-二乙基-1-氧杂-3-氮杂环戊烷,3-氧杂-1-氮杂螺[4.4]壬烷 ,3-氧杂-1-氮杂螺[4.5]癸烷或3-氧杂-1-氮杂螺[4.7]十二烷。