KR100642534B1 - N-알킬-2-피롤리돈 유도체의 제조방법 - Google Patents
N-알킬-2-피롤리돈 유도체의 제조방법 Download PDFInfo
- Publication number
- KR100642534B1 KR100642534B1 KR1019990052126A KR19990052126A KR100642534B1 KR 100642534 B1 KR100642534 B1 KR 100642534B1 KR 1019990052126 A KR1019990052126 A KR 1019990052126A KR 19990052126 A KR19990052126 A KR 19990052126A KR 100642534 B1 KR100642534 B1 KR 100642534B1
- Authority
- KR
- South Korea
- Prior art keywords
- butyrolactone
- hydroxybutyric acid
- alkyl
- reaction
- mol
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
- C07D207/267—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
Abstract
Description
피롤리돈 유도체는 각종 산업 공정에서 내열성 용매로서, 예를 들면, 금속 세정제 및 기능성 중합체용 용매로서 사용되며, 최근에 수요가 증가하고 있다.
Claims (9)
- γ-부티로락톤을 알킬 잔기의 탄소수가 3 이하인 알킬아민과 반응시킴을 포함하고, 이때 (i) 알킬 잔기의 탄소수가 3 이하인 알킬아민 중의 1급 아민의 함량이 20중량% 이상 85중량% 이하이고, (ii) γ-부티로락톤의 투입량에 대한 1급 아민과 2급 아민의 합계 투입량의 몰 비가 아래의 수학식 1을 만족시키는, N-C1-3-알킬-2-피롤리돈 유도체의 제조방법.수학식 11.0 ≤(A1 + A2/2.5)/(B1)위의 수학식 1에서,A1, A2 및 B1은 각각 1급 아민, 2급 아민, γ-부티로락톤의 몰량을 나타낸다.
- 제1항에 있어서, γ-부티로락톤의 투입량에 대한 1급 아민과 2급 아민의 합계 투입량의 몰 비가 아래의 수학식 3을 만족시키는, N-C1-3-알킬-2-피롤리돈 유도체의 제조방법.
1.0 ≤(A1 + A2/2.5)/(B1) ≤10 위의 수학식 3에서,A1, A2 및 B1은 제1항에서 정의한 바와 같다. - 제1항에 있어서, γ-부티로락톤의 투입량에 대한 1급 아민과 2급 아민의 합계 투입량의 몰 비가 아래의 수학식 4를 만족시키는, N-C1-3-알킬-2-피롤리돈 유도체의 제조방법.
1.0 ≤(A1 + A2/2.5)/(B1) ≤5 위의 수학식 4에서,A1, A2 및 B1은 제1항에서 정의한 바와 같다. - 삭제
- 제1항에 있어서, 반응이 메틸 아세테이트 또는 N,N-디메틸아세트아미드의 존재하에 수행되는, N-C1-3-알킬-2-피롤리돈 유도체의 제조방법.
- 삭제
- 삭제
- 제1항에 있어서, 반응이 220 내지 350℃의 온도에서 γ-부티로락톤의 몰량 당 2 내지 10mol의 물의 존재하에 수행되는, N-C1-3-알킬-2-피롤리돈 유도체의 제조방법.
- 제1항에 있어서, 알킬 잔기의 탄소수가 3이하인 알킬아민이 1급 아민을 필수로 하며 2급 아민 및 3급 아민 중 하나 이상을 포함하는, N-C1-3-알킬-2-피롤리돈 유도체의 제조방법.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP98-332308 | 1998-11-24 | ||
JP33230898 | 1998-11-24 | ||
JP23152099A JP4036580B2 (ja) | 1998-11-24 | 1999-08-18 | N−アルキル−2−ピロリドンの製造方法 |
JP99-231520 | 1999-08-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR20000035624A KR20000035624A (ko) | 2000-06-26 |
KR100642534B1 true KR100642534B1 (ko) | 2006-11-13 |
Family
ID=26529927
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019990052126A KR100642534B1 (ko) | 1998-11-24 | 1999-11-23 | N-알킬-2-피롤리돈 유도체의 제조방법 |
Country Status (5)
Country | Link |
---|---|
US (1) | US6429316B1 (ko) |
EP (1) | EP1004577B1 (ko) |
JP (1) | JP4036580B2 (ko) |
KR (1) | KR100642534B1 (ko) |
DE (1) | DE69918399T2 (ko) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6603021B2 (en) | 2001-06-18 | 2003-08-05 | Battelle Memorial Institute | Methods of making pyrrolidones |
CN100447132C (zh) * | 2001-11-20 | 2008-12-31 | 巴斯福股份公司 | 连续制备n-甲基-2-吡咯烷酮(nmp)的方法 |
KR20040043639A (ko) * | 2002-11-19 | 2004-05-24 | 한국화학연구원 | 피롤리돈 유도체의 제조방법 |
US7199250B2 (en) * | 2002-12-20 | 2007-04-03 | Battelle Memorial Institute | Process for producing cyclic compounds |
KR100802897B1 (ko) * | 2004-04-23 | 2008-02-13 | 에스케이에너지 주식회사 | N-알킬피롤리돈의 제조방법 |
KR101388760B1 (ko) | 2006-05-16 | 2014-04-25 | 바스프 에스이 | N-에틸-2-피롤리돈 (nep)의 연속적 제조 방법 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0678305B2 (ja) * | 1988-01-21 | 1994-10-05 | 三菱化成株式会社 | N−メチル−2−ピロリドンの製造方法 |
JPH0678304B2 (ja) * | 1988-01-21 | 1994-10-05 | 三菱化成株式会社 | N−アルキル置換ラクタムの製造方法 |
JPH0678305A (ja) * | 1992-07-17 | 1994-03-18 | Bisco Kk | 複合情報伝送装置 |
CN1043758C (zh) * | 1993-12-27 | 1999-06-23 | 化学工业部北京化工研究院 | 改进的N-甲基吡咯烷酮及α-吡咯烷酮的生产方法 |
JPH10158238A (ja) * | 1996-12-02 | 1998-06-16 | Tonen Chem Corp | N−メチル−2− ピロリドンの製造方法 |
-
1999
- 1999-08-18 JP JP23152099A patent/JP4036580B2/ja not_active Expired - Lifetime
- 1999-11-23 KR KR1019990052126A patent/KR100642534B1/ko active IP Right Grant
- 1999-11-23 US US09/447,237 patent/US6429316B1/en not_active Expired - Lifetime
- 1999-11-24 EP EP99123181A patent/EP1004577B1/en not_active Expired - Lifetime
- 1999-11-24 DE DE69918399T patent/DE69918399T2/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
US20020035270A1 (en) | 2002-03-21 |
EP1004577B1 (en) | 2004-06-30 |
DE69918399D1 (de) | 2004-08-05 |
DE69918399T2 (de) | 2005-07-14 |
US6429316B1 (en) | 2002-08-06 |
JP2000219675A (ja) | 2000-08-08 |
KR20000035624A (ko) | 2000-06-26 |
JP4036580B2 (ja) | 2008-01-23 |
EP1004577A1 (en) | 2000-05-31 |
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