KR920702693A - 카복실산을 사용하여 셀룰로즈 에스테르를 제조하는 방법 - Google Patents
카복실산을 사용하여 셀룰로즈 에스테르를 제조하는 방법Info
- Publication number
- KR920702693A KR920702693A KR1019910701871A KR910701871A KR920702693A KR 920702693 A KR920702693 A KR 920702693A KR 1019910701871 A KR1019910701871 A KR 1019910701871A KR 910701871 A KR910701871 A KR 910701871A KR 920702693 A KR920702693 A KR 920702693A
- Authority
- KR
- South Korea
- Prior art keywords
- solvent system
- cellulose
- cellulose ester
- ester
- group
- Prior art date
Links
- 229920002678 cellulose Polymers 0.000 title claims 13
- 150000001735 carboxylic acids Chemical class 0.000 title claims 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims 19
- 239000002904 solvent Substances 0.000 claims 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 6
- 238000006467 substitution reaction Methods 0.000 claims 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 2
- 239000001913 cellulose Substances 0.000 claims 2
- 229920002301 cellulose acetate Polymers 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 claims 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 2
- 230000035484 reaction time Effects 0.000 claims 2
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 1
- DQEFEBPAPFSJLV-UHFFFAOYSA-N Cellulose propionate Chemical compound CCC(=O)OCC1OC(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C1OC1C(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C(COC(=O)CC)O1 DQEFEBPAPFSJLV-UHFFFAOYSA-N 0.000 claims 1
- 239000002250 absorbent Substances 0.000 claims 1
- 230000002745 absorbent Effects 0.000 claims 1
- 125000003158 alcohol group Chemical group 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 235000019445 benzyl alcohol Nutrition 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 229920006217 cellulose acetate butyrate Polymers 0.000 claims 1
- 229920001727 cellulose butyrate Polymers 0.000 claims 1
- 229920006218 cellulose propionate Polymers 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 229920005862 polyol Polymers 0.000 claims 1
- 150000003077 polyols Chemical class 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 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 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical compound [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B3/00—Preparation of cellulose esters of organic acids
- C08B3/22—Post-esterification treatments, including purification
- C08B3/24—Hydrolysis or ripening
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 실시예 1에 대한 카보닐 탄소의 13C핵자기 공명(NMR)스펙트럼이다.
제2도는 실시예 6에 대한 카보닐 탄소의 13C핵자기 공명(NMR)스펙트럼이다.
Claims (20)
- 당해 셀룰로즈 에스테르 출발물질보다 치환도가 낮은 셀룰로즈 에스테르의 형성을 촉진하는 조건하에서 셀룰로즈 C1-C20에스테르를 (a)를, C11까지의 알콜 및 C11까지의 폴리올로 이루어진 그룹으로부터 선택된 최소한 하나의 용매를 포함하는 용매 시스템, 및 (b)R1이 수소, C1-C7직쇄 알콜 그룹, C3-C7분지쇄 알킬 그룹 또는 C6-C10아릴 그룹인 구조식 R7-COOH의 카복실산으로부터 선택된 효과적인 양인 최소한 하나의 솔보리시스 촉진제와 접촉시키는 것으로 구성되는, 셀룰로즈의 C1-C20에스테르의 치환도를 감소시키는 방법.
- 제1항에 있어서, 출발 셀룰로즈 에스테르의 치환도가 2-3인 방법.
- 제1항에 있어서, 출발 셀룰로즈 에스테르의 치환도가 2.3-3.0인 방법.
- 제1항에 있어서, R1이 C1-C6직쇄 알킬 그룹 또는 C3-C6분지쇄 알킬 그룹인 방법.
- 제1항에 있어서, 솔보리시스 촉진제가 아세트산, 프로피온산 또는 부티르산인 방법.
- 제1항에 있어서, 솔보리시스 촉진제가 아세트산인 방법.
- 제1항에 있어서, 용매 시스템이 물, C1-C7n-알칸올, C3-C7분지쇄 알칸올 및 C7-C11아릴 알칸올로 이루어진 그룹으로부터 선택된 최소한 하나의 용매를 포함하는 방법.
- 제1항에 있어서, 용매 시스템이 물, 메탄올, 에탄올, n-프로판올, n-부탄올, 이소프로필 알콜, 벤질 알콜 및 에틸렌 글리콜로 이루어진 그룹으로부터 선택된 최소한 하나의 용매를 포함하는 방법.
- 제1항에 있어서, 용매 시스템이 메탄올로 이루어진 방법.
- 제1항에 있어서, 용매 시스템이 물로 이루어진 방법.
- 제9항에 있어서, 용매 시스템이 물을 더 포함하는 방법.
- 제1항에 있어서, 셀룰로즈 에스테르 생성물이 흡수제이거나 또는 수용성이고 치환도가 0.4-1.2이며, 고유점도가 25℃의 온도에서 0.25g의 샘플을 사용하여 100ml의 DMSO중에서 측정한 것으로서 0.05-1.0데시리터/g인 방법.
- 제1항에 있어서, 솔보리시스 촉진제의 양이 셀룰로즈 에스테르의 무수글루코스 반복단위 물을 기준으로 하여 10-10,000몰%인 방법.
- 제1항에 있어서, 솔보리시스 촉진제의 양이 셀룰로즈 에스테르의 무수글루코스 반복단위물을 기준으로 하여 1,000-3,000몰%인 방법.
- 제1항에 있어서, 용매 시스템내의 셀룰로즈 에스테르 농도가 용매 시스템 부피당 에스테르 중량으로 계산된 것으로서 0.33-40%인 방법.
- 제1항에 있어서, 용매 시스템내의 셀룰로즈 에스테르 농도가 용매 시스템 부피당 에스테르 중량으로 계산된 것으로서 10-25%인 방법.
- 제1항에 있어서, 접촉을 75℃-200℃의 반응온도에서 1-24시간의 반응시간동안 행한 방법.
- 제1항에 있어서, 접촉을 130℃-180℃의 반응 온도에서 10-18시간의 반응시간동안 행한 방법.
- 제17항에 있어서, 반응온도가 140-160℃인 방법.
- 제1항에 있어서, 출발 셀룰로즈 에스테르가 셀룰로즈 아세테이트, 셀룰로즈 부티레이트, 셀룰로즈 프로피오네이트, 셀룰로즈 아세테이트 부티레이트 또는 셀룰로즈 아세테이트 프로피오테이트인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US50938590A | 1990-04-16 | 1990-04-16 | |
US509385 | 1990-04-16 | ||
US90-509385 | 1990-04-16 | ||
US90-509,385 | 1990-04-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR920702693A true KR920702693A (ko) | 1992-10-06 |
KR100205465B1 KR100205465B1 (ko) | 1999-07-01 |
Family
ID=24026446
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910701871A KR100205465B1 (ko) | 1990-04-16 | 1991-04-09 | 카복실산을 사용하여 셀룰로즈 에스테르를 제조하는 방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US5597912A (ko) |
EP (1) | EP0477347B1 (ko) |
JP (1) | JP3315980B2 (ko) |
KR (1) | KR100205465B1 (ko) |
AT (1) | ATE139544T1 (ko) |
CA (1) | CA2059130C (ko) |
DE (1) | DE69120360T2 (ko) |
DK (1) | DK0477347T3 (ko) |
ES (1) | ES2088003T3 (ko) |
GR (1) | GR3020847T3 (ko) |
WO (1) | WO1991016358A1 (ko) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5214137A (en) * | 1991-02-08 | 1993-05-25 | Eastman Kodak Company | Preparation of cellulose diacetate by recycling processed film |
MY106937A (en) * | 1992-01-13 | 1995-08-30 | Eastman Chem Co | Continuous hydrolysis of cellulose acetate |
DE69630089T2 (de) * | 1995-03-31 | 2004-04-01 | Daicel Chemical Industries, Ltd., Sakai | Celluloseacetat mit hoher verformbarkeit und verfahren zu dessen herstellung |
JP3942669B2 (ja) * | 1995-03-31 | 2007-07-11 | ダイセル化学工業株式会社 | 物理強度に優れたセルロースアセテート、及びその製造法 |
DE69626254T2 (de) * | 1995-03-31 | 2003-07-24 | Daicel Chem | Celluloseacetat mit ausgezeichneter festigkeit und verfahren zur herstellung |
IT1286510B1 (it) * | 1996-11-29 | 1998-07-15 | Cooperativa Centro Ricerche Po | Esteri butirrici ad attivita' antiproliferativa e composizioni farmaceutiche che li contengono |
US20100175691A1 (en) * | 2009-01-15 | 2010-07-15 | Celanese Acetate Llc | Process for recycling cellulose acetate ester waste |
CN105073782B (zh) * | 2013-03-13 | 2018-06-01 | 株式会社大赛璐 | 低取代度乙酸纤维素 |
CN105848500B (zh) * | 2013-12-20 | 2020-02-07 | 株式会社大赛璐 | 具有脂质代谢改善作用的营养组合物 |
US10300085B2 (en) | 2014-03-24 | 2019-05-28 | Daicel Corporation | Nutritional composition |
Family Cites Families (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB317088A (en) * | 1928-08-11 | 1930-08-28 | Ver Fuer Chemische Ind Ag | Process and apparatus for saponification of cellulose acetate solutions |
GB329704A (en) * | 1929-02-25 | 1930-05-26 | Rhone Poulenc Sa | Manufacture of cellulose esters |
GB356012A (en) * | 1929-10-22 | 1931-09-03 | Kodak Ltd | Improvements relating to the manufacture of cellulose esters |
US1984147A (en) * | 1929-10-22 | 1934-12-11 | Eastman Kodak Co | Process for the production of cellulose esters and corresponding alkyl esters |
US1880560A (en) * | 1929-12-14 | 1932-10-04 | Eastman Kodak Co | Process for the hydrolysis of cellulose acetate |
GB398626A (en) * | 1931-07-17 | 1933-09-21 | Kodak Ltd | Improved treatment of mixed organic esters of cellulose |
US2026583A (en) * | 1931-07-17 | 1936-01-07 | Eastman Kodak Co | Process of changing the solubility of mixed esters of cellulose and the product resulting therefrom |
US2005383A (en) * | 1932-02-20 | 1935-06-18 | Eastman Kodak Co | Hydrolysis of cellulose esters |
US2129052A (en) * | 1936-02-04 | 1938-09-06 | Eastman Kodak Co | Hydrolyzed cellulose acetate |
GB488946A (en) * | 1937-01-18 | 1938-07-18 | Henry Dreyfus | Improvements in the manufacture and treatment of fibres, yarns, fabrics, films and like materials having a basis of an organic ester of cellulose |
GB496065A (en) * | 1937-06-07 | 1938-11-24 | Ig Farbenindustrie Ag | Manufacture of improved cellulose esters |
US2327770A (en) * | 1940-11-23 | 1943-08-24 | Eastman Kodak Co | Method of preparing far-hydrolyzed cellulose esters |
GB568932A (en) * | 1943-07-30 | 1945-04-26 | John Guilfoyle Williams | Improvements in or relating to the manufacture of cellulose esters |
GB581157A (en) * | 1944-03-09 | 1946-10-02 | British Celanese | Improvements in or relating to the production of organic esters of cellulose |
US2448082A (en) * | 1945-05-03 | 1948-08-31 | Celanese Corp | Recovery of water-soluble cellulose esters |
US2470191A (en) * | 1945-12-06 | 1949-05-17 | Celanese Corp | Rapid ripening of cellulose esters |
GB696903A (en) * | 1950-08-03 | 1953-09-09 | Courtaulds Ltd | Improvements in and relating to the production of cellulose acetate |
GB755018A (en) * | 1952-10-31 | 1956-08-15 | Rhodiaceta | Improvements in or relating to the continuous hydrolysis of esters in homogeneous phase and apparatus therefor |
FR1143485A (fr) * | 1953-06-05 | 1957-10-01 | Procédé de saponification des triesters de cellulose | |
US2801239A (en) * | 1954-06-07 | 1957-07-30 | Eastman Kodak Co | Method of hydrolyzing cellulose esters |
US2836590A (en) * | 1955-05-05 | 1958-05-27 | Hercules Powder Co Ltd | Method for partial deacylation of organic acid esters of cellulose |
US3482011A (en) * | 1965-12-02 | 1969-12-02 | Celanese Corp | Process for producing water-soluble cellulose acetate fibers |
JPS6017441B2 (ja) * | 1981-07-10 | 1985-05-02 | ダイセル化学工業株式会社 | 新規なセルロ−スアセテ−トの製造方法 |
DE3246417A1 (de) * | 1982-12-15 | 1984-06-20 | Akzo Gmbh, 5600 Wuppertal | Wasserunloesliche fasern aus celluloseacetat, cellulosepropionat und cellulosebutyrat mit einem extrem hohen absorptionsvermoegen fuer wasser und physiologische fluessigkeiten |
US4480090A (en) * | 1983-10-21 | 1984-10-30 | Eastman Kodak Company | Process for esterification of cellulose using as the catalyst the combination of sulfuric acid, phosphoric acid and a hindered aliphatic alcohol |
-
1991
- 1991-04-09 KR KR1019910701871A patent/KR100205465B1/ko not_active IP Right Cessation
- 1991-04-09 WO PCT/US1991/002293 patent/WO1991016358A1/en active IP Right Grant
- 1991-04-09 JP JP50800691A patent/JP3315980B2/ja not_active Expired - Lifetime
- 1991-04-09 CA CA002059130A patent/CA2059130C/en not_active Expired - Fee Related
- 1991-04-09 DE DE69120360T patent/DE69120360T2/de not_active Expired - Fee Related
- 1991-04-09 EP EP91908408A patent/EP0477347B1/en not_active Expired - Lifetime
- 1991-04-09 DK DK91908408.7T patent/DK0477347T3/da active
- 1991-04-09 ES ES91908408T patent/ES2088003T3/es not_active Expired - Lifetime
- 1991-04-09 AT AT91908408T patent/ATE139544T1/de not_active IP Right Cessation
-
1994
- 1994-03-04 US US08/206,236 patent/US5597912A/en not_active Expired - Lifetime
-
1996
- 1996-08-22 GR GR960402204T patent/GR3020847T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
JP3315980B2 (ja) | 2002-08-19 |
DE69120360T2 (de) | 1996-10-31 |
EP0477347A1 (en) | 1992-04-01 |
WO1991016358A1 (en) | 1991-10-31 |
ATE139544T1 (de) | 1996-07-15 |
KR100205465B1 (ko) | 1999-07-01 |
GR3020847T3 (en) | 1996-11-30 |
DE69120360D1 (de) | 1996-07-25 |
ES2088003T3 (es) | 1996-08-01 |
DK0477347T3 (da) | 1996-07-15 |
CA2059130A1 (en) | 1991-10-17 |
CA2059130C (en) | 1999-05-11 |
EP0477347B1 (en) | 1996-06-19 |
US5597912A (en) | 1997-01-28 |
JPH05501129A (ja) | 1993-03-04 |
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