IPC분류정보
국가/구분 |
United States(US) Patent
등록
|
국제특허분류(IPC7판) |
|
출원번호 |
US-0856769
(1999-11-20)
|
우선권정보 |
CH-0243498 (1998-12-08); CH-0237698 (1998-11-30) |
국제출원번호 |
PCT/EP99/08968
(2002-01-14)
|
§371/§102 date |
20020114
(20020114)
|
국제공개번호 |
WO00/32612
(2000-06-08)
|
발명자
/ 주소 |
- Leppard, David George
- Eichenberger, Eugen
- Kaeser, Ren?
- Hug, Gebhard
- Schwendimann, Urs
|
출원인 / 주소 |
- Ciba Specialty Chemicals Corporation
|
인용정보 |
피인용 횟수 :
6 인용 특허 :
12 |
초록
▼
A description is given of processes for the preparation of mono- and bisacylphosphines and of mono- and bisacylphosphine oxides and mono- and bisacylphosphine sulfides, which comprises first reacting organic P-monohalogenophosphines or P,P-dihalogenophosphines, or mixtures thereof, with an alkali me
A description is given of processes for the preparation of mono- and bisacylphosphines and of mono- and bisacylphosphine oxides and mono- and bisacylphosphine sulfides, which comprises first reacting organic P-monohalogenophosphines or P,P-dihalogenophosphines, or mixtures thereof, with an alkali metal or magnesium in combination with lithium, where appropriate in the presence of a catalyst, and then carrying out the reaction with acid halides and, in the case of the process for the preparation of oxides, carrying out an oxidation step and, in the case of the preparation of sulfides, reacting the phosphines so obtained with sulfur. It is characteristic, inter alia, that the processes are carried out without isolation of the intermediates.
대표청구항
▼
1. A process for the preparation of acylphosphine oxides and acylphosphine sulfides of formula IV n=1, m=2, and R1 is C1-C18alkyl, C2-C18alkyl which is interrupted by one or several non-successive O atoms; phenyl-substituted C1-C4alkyl, C2-C8alkenyl, phenyl, naphthyl, biphenyl, C5-C12cycloalkyl, the
1. A process for the preparation of acylphosphine oxides and acylphosphine sulfides of formula IV n=1, m=2, and R1 is C1-C18alkyl, C2-C18alkyl which is interrupted by one or several non-successive O atoms; phenyl-substituted C1-C4alkyl, C2-C8alkenyl, phenyl, naphthyl, biphenyl, C5-C12cycloalkyl, the groups phenyl, naphthyl, biphenyl, C5-C12cycloalkyl being unsubstituted or substituted by one to five halogen, C1-C8alkyl, C1-C8alkylthio and/or C1-C8alkoxy; Z is O or S, R2 is C1-C18alkyl, C3-C12cycloalkyl, C2-C18alkenyl, phenyl, naphthyl, biphenyl, the groups phenyl, naphthyl, biphenyl being unsubstituted or substituted by one to four C1-C8alkyl, C1-C8alkoxy, C1-C8alkylthio and/or halogen; R3 is C1-C18alkyl, C2-C18alkyl which is interrupted by one or several non-successive O atoms; phenyl-substituted C1-C4alkyl, C2-C8alkenyl, phenyl, naphthyl, biphenyl, C5-C12cycloalkyl, the groups phenyl, naphthyl, biphenyl, C5-C12cycloalkyl being unsubstituted or substituted by one to five halogen, C1-C8alkyl, C1-C8alkylthio and/or C1-C8alkoxy; by (1) reacting organic phosphorus halides of formula II wherein R1, R3, n and m have the meaning cited above and Y is Br or Cl, with an alkali metal or with magnesium in combination with lithium, or with mixtures thereof, with or without a catalyst, and (2) subsequent reaction with m acid halides of formula III wherein R2, m and Y have the meaning cited above, and (3) oxidation or reaction with sulfur of the acylphosphine of formula I which is obtained by reaction (2), wherein R1, R2, R3, m and n have the meaning cited above, which process is carried out without isolation of the intermediates.2. A process according to claim 1, whereinR1, is C1-C12alkyl, cyclohexyl, phenyl or biphenyl, the groups phenyl and biphenyl being unsubstituted or substituted by one to four C1-C8alkyl and/or C1-C8alkoxy; R3 is C1-C12alkyl, cyclohexyl, phenyl or biphenyl, the groups phenyl and biphenyl being unsubstituted or substituted by one to four C1-C8alkyl and/or C1-C8alkoxy. 3. A process according to claim 1, wherein R2 is phenyl which is substituted in 2,6- or 2,4,6-position by C1-C4alkyl and/or C1-C4alkoxy.4. A process according to claim 1, wherein Y in formula II is chloro.5. A process according to claim 1, wherein the reaction (1) is carried out using lithium, sodium or potassium.6. A process according to claim 5, wherein from 4 to 6 atom equivalents of the alkali metal are used for the preparation of compounds of formula I, wherein m is 2.7. A process according to claim 1, wherein Y in the compounds of formula III is chloro.8. A process according to claim 1, which comprises carrying out the reaction (1) in the presence of a catalyst.9. A process according to claim 1, which comprises carrying out the reaction (1) of the organic phosphorus halides (II) with an alkali metal in the temperature range from ?20° to +120° C.10. A process according to claim 1, which comprises carrying out the reaction (1) of the organic phosphorus halides (II) with magnesium in combination with an alkali metal in the temperature range from 80° to 120° C.11. A process according to claim 1, wherein the reaction (2) of the metallized phosphine with the acid chloride (III) is carried out at ?20° to +80° C.12. A process according to claim 1, wherein the reaction steps (1) and (2) are carried out in the same solvent.13. A process according to claim 1, wherein, in formula I, n is 1, m is 1, R1 is phenyl which is unsubstituted or substituted by C1-C4alkyl or C1-C8alkoxy, or R1 is C1-C12alkyl; R2 is phenyl which is substituted by halogen, C1-C4alkoxy or C1-C4alkyl; and R3 is unsubstituted or C1-C4alkyl-substituted phenyl.
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