[미국특허]
Method for producing (meth)acrylic acid esters
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IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C07C-067/02
C07C-067/00
출원번호
US-0478695
(2002-05-28)
우선권정보
DE-101 27 941(2001-06-08)
국제출원번호
PCT/EP02/005821
(2002-05-28)
§371/§102 date
20031208
(20031208)
국제공개번호
WO02/100815
(2002-12-19)
발명자
/ 주소
Nestler,Gerhard
Rauh,Ulrich
Schr철der,J체rgen
출원인 / 주소
BASF Aktiengesellschaft
대리인 / 주소
Oblon, Spivak, McClelland, Maier &
인용정보
피인용 횟수 :
2인용 특허 :
1
초록▼
Higher (meth)acrylates IV are prepared by transesterification of a lower (meth)acrylate I with a higher alcohol R2OH in the presence of a stabilizer or stabilizer mixture and of a catalyst or catalyst mixture, by a process in which the liberated lower alkanol R1OH is separated off and is fed at leas
Higher (meth)acrylates IV are prepared by transesterification of a lower (meth)acrylate I with a higher alcohol R2OH in the presence of a stabilizer or stabilizer mixture and of a catalyst or catalyst mixture, by a process in which the liberated lower alkanol R1OH is separated off and is fed at least partly to the preparation of the lower (meth)acrylate I.
대표청구항▼
We claim: 1. A process for the preparation of higher (meth)acrylates by transesterification of a lower (meth)acrylate with a higher alcohol R 2OH which either carries, as R2, C2-C12-alkyl radical having at least one NR32 group in which R3 is C1-C6-alkyl and N may also be a member of a five-to seven
We claim: 1. A process for the preparation of higher (meth)acrylates by transesterification of a lower (meth)acrylate with a higher alcohol R 2OH which either carries, as R2, C2-C12-alkyl radical having at least one NR32 group in which R3 is C1-C6-alkyl and N may also be a member of a five-to seven-membered ring or is R32N(--CH 2CH2--O)y-H, R32N(--CH(CH3)--CH--O)y--H or R32N(--CH2CH(CH3)--O)y--H, where y is an integer from 1 to 4, in the presence of a stabilizer or stabilizer mixture and of a catalyst or catalyst mixture, wherein the liberated lower alkanol R1OH, where R1 contains at least 1 carbon atom less than R2, is separated off and is fed at least partly to the preparation of a lower (meth)acrylate without further purification. 2. A process for the preparation of higher (meth)acrylates by transesterification of a lower (meth)acrylate with a higher alcohol R 2OH which is selected from 2-(dimethylamino)ethanol, 3-(dimethylamino)propanol, 4-(dimethylamino)butanol, 5-(dimethylamino) pentanol, 6-(dimethylamino)hexanol, 8-(dimethylamino)octanol, 10-(dimethylamino)decanol, 12-(dimethylamino)dodecanol, 2-(diethylamino) ethanol, 3-(diethylamino)propanol, 4-(diethylamino)butanol, 5-(diethylamino)pentanol, 6-(diethylamino)hexanol, 8-(diethylamino)octanol, 10-(diethylamino)decanol, 12-(diethylamino)dodecanol, 2-(di(isopropyl) amino)ethanol, 3-(di(isopropyl)amino)propanol, 4-(di(isopropyl)amino)-butanol, 5-(di(isopropyl)amino)pentanol, 6-(di(isopropyl)amino)hexanol, 8-(di(isopropyl)amino)octanol, 10-(di(isopropyl)amino)decanol, 12-(di(isopropyl)amino)-dodecanol, 2-(dibutylamino)ethanol, 3-(dibutylamino) propanol, 4-(dibutylamino)butanol, 5-(dibutylamino)pentanol, 6-(dibutylamino)hexanol, 8-(dibutylamino)octanol, 10-(dibutylamino)decanol, 12-(dibutylamino)dodecanol, 2-(dihexylamino)ethanol, 3-(dihexylamino) propanol, 4-(dihexylamino)butanol, 5-(dihexylamino)pentanol, 6-(dihexylamino)hexanol, 8-(dihexylamino)octanol, 10-(dihexylamino)decanol, 12-(dihexylamino)dodecanol, 2-(methylethylamino)ethanol, 2-(methylpropylamino)ethanol, 2-(methylisopropylamino)-ethanol, 2-(methylbutylamino)ethanol, 2-(methylhexylamino)ethanol, 2-(methyloctylamino)ethanol, 2-(ethylpropylamino)ethanol, 2-(ethylisopropylamino)ethanol, 2-(ethylbutylamino)ethanol, 2-(ethylhexylamino)ethanol, 2-(ethyloctylamino)ethanol, 3-(methylethylamino) propanol, 3-(methylpropylamino)propanol, 3-(methylisopropylamino)-propanol, 3-(methylbutylamino)propanol, 3-(methylhexylamino)-propanol, 3-(methyloctylamino)propanol, 3-(ethylpropylamino)-propanol, 3-ethylisopropylamino)propanol, 3-(ethylbutylamino)propanol, 3-(ethylhexylamino)propanol, 3-(ethyloctylamino)propanol, 4-(methylethylamino)butanol, 4-(methylpropylamino)butanol, 4-(methylisopropylamino)-butanol, 4-(methylbutylamino)butanol, 4-(methylhexylamino)butanol, 4-(methyloctylamino)butanol, 4-(ethylpropylamino)butanol, 4-(ethylisopropylamino)butanol, 4-(ethylbutylamino)butanol, 4-(ethylhexylamino)butanol, 4-(ethyloctylamino) butanol, 2-(N-piperidinyl)ethanol, 3-(N-piperidinyl)propanol, 4-(N-piperidinyl)butanol, 5-(N-piperidinyl)pentanol, 6-(N-piperidinyl)hexanol, 8-(N-piperidinyl)octanol, 10-(N-piperidinyl)decanol, 12-(N-piperidinyl) dodecanol, 2-(N-pyrrolidinyl)ethanol, 3-(N-pyrrolidinyl)propanol, 4-(N-pyrrolidinyl)butanol, 5-(N-pyrrolidinyl)pentanol, 6-(N-pyrrolidinyl) hexanol, 8-(N-pyrrolidinyl)octanol, 10-(N-pyrrolidinyl)decanol, 12-(N-pyrrolidinyl)dodecanol, 2-(N-morpholino)ethanol, 3-(N-morpholino)propanol, 4-(N-morpholino)butanol, 5-(N-morpholino)pentanol, 6-(N-morpholino) hexanol, 8-(N-morpholino)octanol, 10-(N-morpholino)decanol, 12-(N-morpholino)dodecanol, 2-(N'-methyl-N-piperazinyl)-ethanol, 3-(N'-methyl-N-piperazinyl)propanol, 4-(N'-methyl-N-piperazinyl)butanol, 5-(N'-methyl-N-piperazinyl)pentanol, 6-(N'-methyl-N-piperazinyl)hexanol, 8-(N'-methyl-N-piperazinyl)octanol, 10-(N'-methyl-N-piperazinyl)decanol 12-(N'-methyl-N-piperazinyl)-dodecanol, 2-(N'-ethyl-N-piperazinyl)ethanol, 3(N'-ethyl-N-piperazinyl)propanol, 4-(N'-ethyl-N-piperazinyl)butanol, 5-(N'-ethyl-N-piperazinyl)pentanol, 6-(N'-ethyl-N-piperazinyl)hexanol, 8-(N'-ethyl-N-piperazinyl)octanol, 10-(N'-ethyl-N-piperazinyl)decanol, 12-(N'-ethyl-N-piperazinyl)dodecanol, 2-(N'-isopropyl-N-piperazinyl)ethanol, 3-(N'-isopropyl-N-piperazinyl)-propanol, 4-(N'-isopropyl-N-piperazinyl)butanol, 5-(N'-isopropyl-N-piperazinyl)pentanol, 6-(N'-isopropyl-N-piperazinyl) hexanol, 8-(N'-isopropyl-N-piperazinyl)octanol, 10-(N'-isopropyl-N-piperazinyl)decanol, 12-(N'-isopropyl-N-piperazinyl)dodecanol or ethoxylated and/or propoxylated alcohols and mixed ethoxylated/propoxylated amino alcohols, R32N(--CH 2CH2--O)y--H or R32N(--CH(CH 3)--CH2--O)y--H or R32N(--CH 2--CH(CH3)--O--)y--H, where y is an integer from 1 to 4, in the presence of a stabilizer or stabilizer mixture and of a catalyst or catalyst mixture, wherein the liberated lower alkanol R 1OH, which is selected from methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, 2-butanol and tert-butanol, is separated off and is fed at least partly to the preparation of a lower (meth)acrylate without further purification. 3. A process as claimed in claim 2, wherein the higher alcohol is selected from dimethylaminoethanol, diethylaminoethanol, di-n-butylaminoethanol, 3-dimethylaminopropanol, 3-diethylaminopropanol and 3-di-n-butylaminopropanol. 4. A process as claimed in claim 1, wherein the liberated lower alkanol R1OH is separated off and is fed at least partly to a working-up process in the preparation of the lower (meth)acrylate. 5. A process as claimed in claim 1, wherein the lower alkanol R1OH is separated off by distillation. 6. A process as claimed in claim 1, wherein the lower alkanol R1OH liberated during the transesterification is separated off substantially together with lower (meth)acrylate and any higher alcohol R2OH. 7. A process as claimed in claim 1, wherein the mixture liberated during the transesterification, separated off and containing lower alkanol R1OH is brought into contact with a (meth)acrylic acid-containing stream in a working-up process in the preparation of the lower (meth)acrylate. 8. A process as claimed in claim 7, wherein the mixture liberated during the transesterification, separated off and containing lower alkanol R1OH is used in a working-up process in the preparation of the lower (meth)acrylate for an extraction of (meth) acrylic acid. 9. A process as claimed in claim 7, wherein the mixture liberated during the transesterification, separated off and containing lower alkanol R1OH is used in the working-up process in the preparation of a lower (meth)acrylate for an extraction of (meth)acrylic acid from acidified washwater. 10. A process as claimed in claim 8, wherein the extraction is carried out countercurrently. 11. A process as claimed in claim 1, which is carried out continuously. 12. A process as claimed in claim 1, wherein the lower alkanol R1OH is n-butanol and the lower (meth)acrylate is n-butyl (meth)acrylate. 13. A process as claimed in claim 1, wherein the higher alkanol R2OH is 2-(N,N-dimethylamino)ethanol and the higher (meth)acrylate is 2-(N,N-dimethylamino)ethyl (meth)acrylate. 14. A process as claimed in claim 2, wherein the liberated lower alkanol R1OH is separated off and is fed at least partly to a working-up process in the preparation of the lower (meth)acrylate. 15. A process as claimed in claim 2, wherein the lower alkanol R1OH is separated off by distillation. 16. A process as claimed in claim 2, wherein the lower alkanol R1OH liberated during the transesterification is separated off substantially together with lower (meth)acrylate and any higher alcohol R2OH. 17. A process as claimed in claim 2, wherein the mixture liberated during the transesterification, separated off and containing lower alkanol R1OH is brought into contact with a (meth)acrylic acid-containing stream in a working-up process in the preparation of the lower (meth)acrylate. 18. A process as claimed in claim 17, wherein the mixture liberated during the transesterification, separated off and containing lower alkanol R1OH is used in a working-up process in the preparation of the lower (meth)acrylate for an extraction of (meth) acrylic acid. 19. A process as claimed in claim 17, wherein the mixture liberated during the transesterification, separated off and containing lower alkanol R1OH is used in a working-up process in the preparation of the lower (meth)acrylate for an extraction of (meth) acrylic acid from acidified washwater. 20. A process as claimed in claim 18, wherein the extraction is carried out countercurrently. 21. A process as claimed in claim 2, which is carried out continuously. 22. A process as claimed in claim 2, wherein the lower alkanol R1OH is n-butanol and the lower (meth)acrylate is n-butyl (meth)acrylate. 23. A process as claimed in claim 2, wherein the higher alkanol R2OH is 2-(N,N-dimethylamino)ethanol and the higher (meth)acrylate is 2-(N,N-dimethylamino)ethyl (meth)acrylate. 24. A process for the preparation of higher (meth)acrylates by transesterification of a lower (meth)acrylate with a higher alcohol R2OH which either carries, as R2, a C2-C 12-alkyl radical having at least one NR32 group in which R3 is C1-C6-alkyl and N may also be a member of a five-to seven-membered ring or is R32N(--CH2CH2--O)y-H, R32N(-CH(CH3)--CH--O)y--H or R32N(--CH12CH(CH 3)--O)y13 H, where y is an integer from 1 to 4, in the presence of a stabilizer or stabilizer mixture and of a catalyst or catalyst mixture, wherein the liberated lower alkanol R1OH, where R1 contains at least 1 carbon atom less than R2, is separated off and is fed at least partly to the preparation of a lower (meth)acrylate without further purification over ion-exchange resin.
Vanneste, Piet; Loenders, Raf; Vanden Eynde, Ivan; Eeckhaoudt, Sabine, Process for the preparation of (meth)acrylate di-ammonium salts and their use as monomers for the synthesis of polymers.
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