IL98520A - Process for purifying diaminodiphenyl compounds - Google Patents

Process for purifying diaminodiphenyl compounds

Info

Publication number: IL98520A
Authority: IL; Israel
Prior art keywords: diaminodiphenyl; distillation; sample; compounds; crude
Prior art date: 1991-06-16

Application number

IL9852091A

Other languages

English (en)

Hebrew (he)

Other versions

IL98520A0 (en

Original Assignee

Bromine Compounds Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1991-06-16

Filing date

1991-06-16

Publication date

1996-10-31

1991-06-16 Application filed by Bromine Compounds Ltd filed Critical Bromine Compounds Ltd

1991-06-16 Priority to IL9852091A priority Critical patent/IL98520A/en

1992-06-11 Priority to US07/896,833 priority patent/US5340445A/en

1992-06-15 Priority to DE69205341T priority patent/DE69205341T2/de

1992-06-15 Priority to JP15532392A priority patent/JP3182563B2/ja

1992-06-15 Priority to ES92110035T priority patent/ES2081520T3/es

1992-06-15 Priority to EP92110035A priority patent/EP0519368B1/fr

1992-07-15 Publication of IL98520A0 publication Critical patent/IL98520A0/xx

1996-10-31 Publication of IL98520A publication Critical patent/IL98520A/en

Links

150000001875 compounds Chemical class 0.000 title claims description 22
238000000746 purification Methods 0.000 title claims description 9
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 66
238000004821 distillation Methods 0.000 claims description 37
239000002585 base Substances 0.000 claims description 24
238000000034 method Methods 0.000 claims description 21
230000008569 process Effects 0.000 claims description 13
KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
239000003513 alkali Substances 0.000 claims description 5
IPZJQDSFZGZEOY-UHFFFAOYSA-N dimethylmethylene Chemical compound C[C]C IPZJQDSFZGZEOY-UHFFFAOYSA-N 0.000 claims description 3
229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
238000002844 melting Methods 0.000 claims description 2
230000008018 melting Effects 0.000 claims description 2
239000000203 mixture Substances 0.000 claims description 2
239000001301 oxygen Substances 0.000 claims description 2
229910052760 oxygen Inorganic materials 0.000 claims description 2
229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 2
238000000859 sublimation Methods 0.000 claims description 2
230000008022 sublimation Effects 0.000 claims description 2
239000012080 ambient air Substances 0.000 claims 1
239000012043 crude product Substances 0.000 claims 1
239000011736 potassium bicarbonate Substances 0.000 claims 1
229910000028 potassium bicarbonate Inorganic materials 0.000 claims 1
235000015497 potassium bicarbonate Nutrition 0.000 claims 1
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims 1
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 18
HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 12
239000000047 product Substances 0.000 description 12
238000004128 high performance liquid chromatography Methods 0.000 description 11
238000002474 experimental method Methods 0.000 description 8
238000001953 recrystallisation Methods 0.000 description 8
239000012264 purified product Substances 0.000 description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
238000000113 differential scanning calorimetry Methods 0.000 description 6
238000013112 stability test Methods 0.000 description 6
238000005576 amination reaction Methods 0.000 description 5
238000004458 analytical method Methods 0.000 description 5
238000001816 cooling Methods 0.000 description 5
238000012360 testing method Methods 0.000 description 5
238000010521 absorption reaction Methods 0.000 description 4
238000001035 drying Methods 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000013078 crystal Substances 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
238000004508 fractional distillation Methods 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
230000009467 reduction Effects 0.000 description 3
239000002904 solvent Substances 0.000 description 3
ZBMISJGHVWNWTE-UHFFFAOYSA-N 3-(4-aminophenoxy)aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=CC(N)=C1 ZBMISJGHVWNWTE-UHFFFAOYSA-N 0.000 description 2
-1 NH4CI Chemical class 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
238000009835 boiling Methods 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
150000002739 metals Chemical class 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
VETPHHXZEJAYOB-UHFFFAOYSA-N 1-n,4-n-dinaphthalen-2-ylbenzene-1,4-diamine Chemical compound C1=CC=CC2=CC(NC=3C=CC(NC=4C=C5C=CC=CC5=CC=4)=CC=3)=CC=C21 VETPHHXZEJAYOB-UHFFFAOYSA-N 0.000 description 1
229910018626 Al(OH) Inorganic materials 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000004642 Polyimide Substances 0.000 description 1
108091006162 SLC17A6 Proteins 0.000 description 1
102000046053 Vesicular Glutamate Transport Protein 2 Human genes 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
239000000920 calcium hydroxide Substances 0.000 description 1
235000011116 calcium hydroxide Nutrition 0.000 description 1
229910001861 calcium hydroxide Inorganic materials 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
JZCCFEFSEZPSOG-UHFFFAOYSA-L copper(II) sulfate pentahydrate Chemical compound O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O JZCCFEFSEZPSOG-UHFFFAOYSA-L 0.000 description 1
239000013058 crude material Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
239000000347 magnesium hydroxide Substances 0.000 description 1
235000012254 magnesium hydroxide Nutrition 0.000 description 1
229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920001721 polyimide Polymers 0.000 description 1
238000005086 pumping Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
238000003756 stirring Methods 0.000 description 1
230000035899 viability Effects 0.000 description 1
239000002699 waste material Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C07C209/84—Purification
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/10—Vacuum distillation
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Cephalosporin Compounds (AREA)

IL9852091A 1991-06-16 1991-06-16 Process for purifying diaminodiphenyl compounds IL98520A (en)

Priority Applications (6)

Application Number	Priority Date	Filing Date	Title
IL9852091A IL98520A (en)	1991-06-16	1991-06-16	Process for purifying diaminodiphenyl compounds
US07/896,833 US5340445A (en)	1991-06-16	1992-06-11	Process for the purification of diaminodiphenyl compounds
DE69205341T DE69205341T2 (de)	1991-06-16	1992-06-15	Verfahren zur Reinigung von Diaminodiphenylverbindungen.
JP15532392A JP3182563B2 (ja)	1991-06-16	1992-06-15	ジアミノジフェニル化合物の精製方法
ES92110035T ES2081520T3 (es)	1991-06-16	1992-06-15	Procedimiento de depuracion de compuestos de diaminodifenil.
EP92110035A EP0519368B1 (fr)	1991-06-16	1992-06-15	Procédé pour la purification de composés diaminodiphényliques

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IL9852091A IL98520A (en)	1991-06-16	1991-06-16	Process for purifying diaminodiphenyl compounds

Publications (2)

Publication Number	Publication Date
IL98520A0 IL98520A0 (en)	1992-07-15
IL98520A true IL98520A (en)	1996-10-31

Family

ID=11062556

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL9852091A IL98520A (en)	1991-06-16	1991-06-16	Process for purifying diaminodiphenyl compounds

Country Status (6)

Country	Link
US (1)	US5340445A (fr)
EP (1)	EP0519368B1 (fr)
JP (1)	JP3182563B2 (fr)
DE (1)	DE69205341T2 (fr)
ES (1)	ES2081520T3 (fr)
IL (1)	IL98520A (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP3553335B2 (ja) *	1997-10-07	2004-08-11	花王株式会社	高品質第３級アミンの製造法
US7049471B2 (en) *	2003-10-10	2006-05-23	E. I. Du Pont De Nemours And Company	Separation of amine from a phenolic compound

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA697087A (en) *		1964-11-03	W. Buls Vernon	Decolorization process
CA732244A (en) *		1966-04-12	Spiegler Louis	Production of dinitrodiphenyl ethers
GB1136637A (en) *	1965-09-27	1968-12-11	Mitsui Kagaku Kogyo Kabushiki	Preparation of 2,4,6-trichloro-4'-nitro-diphenyl ether
JPS4935341A (fr) *	1972-07-31	1974-04-01
GB1377677A (en) *	1972-09-23	1974-12-18	Mobil Oil Corp	3-substituted 4-nitrophenyl halophenyl ethers and their use as herbicides
US4189354A (en) *	1976-07-10	1980-02-19	Bayer Aktiengesellschaft	Process for the production of diisocyanatodiphenyl methane isomers with an adjusted content of chlorine compounds
US4440954A (en) *	1980-06-05	1984-04-03	Mallinckrodt, Inc.	Process for the purification of p-aminophenol
JPS5862160A (ja) *	1981-10-08	1983-04-13	Mitsui Toatsu Chem Inc	インド−ルの分離方法
US4539428A (en) *	1982-05-10	1985-09-03	Mallinckrodt, Inc.	Preparation of diaminodiphenyl ethers
US4454347A (en) *	1983-02-11	1984-06-12	Ciba-Geigy Corporation	Process for purification and isolation of diaminophenylindane
JPS60146850A (ja) *	1983-12-29	1985-08-02	Sumitomo Chem Co Ltd	フエニレンジアミン類の精製方法
JPS60199861A (ja) *	1984-03-23	1985-10-09	Mitsui Toatsu Chem Inc	芳香族ジアミン類の精製方法
US4700011A (en) *	1985-09-30	1987-10-13	Amoco Corporation	Methods for the production and purification of di (nitrophenyl) ethers
US4825002A (en) *	1986-06-26	1989-04-25	Ethyl Corporation	Decontamination of (hydrocarbylthio) aromatic amines
US5019653A (en) *	1990-05-14	1991-05-28	Texaco Chemical Company	Purification of polyamines derived from polyhydroxyl compounds

1991
- 1991-06-16 IL IL9852091A patent/IL98520A/en not_active IP Right Cessation
1992
- 1992-06-11 US US07/896,833 patent/US5340445A/en not_active Expired - Fee Related
- 1992-06-15 DE DE69205341T patent/DE69205341T2/de not_active Expired - Fee Related
- 1992-06-15 EP EP92110035A patent/EP0519368B1/fr not_active Expired - Lifetime
- 1992-06-15 ES ES92110035T patent/ES2081520T3/es not_active Expired - Lifetime
- 1992-06-15 JP JP15532392A patent/JP3182563B2/ja not_active Expired - Fee Related

Also Published As

Publication number	Publication date
EP0519368A2 (fr)	1992-12-23
DE69205341T2 (de)	1996-05-15
EP0519368B1 (fr)	1995-10-11
JPH05310651A (ja)	1993-11-22
IL98520A0 (en)	1992-07-15
JP3182563B2 (ja)	2001-07-03
ES2081520T3 (es)	1996-03-16
EP0519368A3 (en)	1993-05-12
DE69205341D1 (de)	1995-11-16
US5340445A (en)	1994-08-23

Legal Events

Date	Code	Title
1997-03-18	FF	Patent granted
1997-06-10	KB	Patent renewed
1997-11-20	KB	Patent renewed
2001-11-25	KB	Patent renewed
2006-03-12	MM9K	Patent not in force due to non-payment of renewal fees

Publication	Publication Date	Title
CA2105418A1 (fr)	1994-03-18	Methode de preparation d'esters d'acides gras et d'amides de sels d'acide sulfonique
IL98520A (en)	1996-10-31	Process for purifying diaminodiphenyl compounds
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US5696300A (en)	1997-12-09	Propofol purification
IE912543A1 (en)	1992-01-29	Production of acetaminophen
JPH06145087A (ja)	1994-05-24	９，９−ビス−（４−ヒドロキシフエニル−）フルオレンの製造方法
US6673975B1 (en)	2004-01-06	Method for producing 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane
Kaupp et al.	1990	Gas/solid-reactions with sulfur compounds
JPS63264543A (ja)	1988-11-01	ポリヒドロキシベンゾフエノン類の製造方法
EP0495097A4 (en)	1993-01-13	Preparation of relatively pure p, p-bisphenol s
CA1337553C (fr)	1995-11-14	Procede de purification de l'acide 2-(4-isobutylphenyl)-propionique
US5646317A (en)	1997-07-08	Processes for the preparation of N-(long-chain acyl)amino acid and salt thereof, and intermediate amidonitrile and process for the preparation thereof
Causey et al.	1988	A practical synthesis of azetidine
JPH0535141B2 (fr)	1993-05-25
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JPS6024099B2 (ja)	1985-06-11	ジクミルペルオキシドの製造方法
Alvaro et al.	1992	Preparation and photolysis of diaryl esters of acetylenedicarboxylic acid
MC793A1 (fr)	1970-04-27	Nouveau procédé de préparation de 1-alkyl- (ou alkenyl) -2- aminoalkyl pyrrolidines et leurs intermédiaires
JP2531708B2 (ja)	1996-09-04	３−（３，５−ジ第３級ブチル−４−ヒドロキシフェニル）プロピオン酸エステルの分離精製法
US4973752A (en)	1990-11-27	Novel process to prevent formation of chlorinated by-products in APAP production
US5271811A (en)	1993-12-21	Process for purifying 2-(4-isobutylphenyl)-propionic acid by vacuum distillation
KR910009415B1 (ko)	1991-11-15	비스(펜옥시)아세틸 nn-디메틸 아미드의 제조방법
CA1147341A (fr)	1983-05-31	Methode de preparation de nitriles purs
GB2204871A (en)	1988-11-23	Purification of phenyl ethyl alcohol
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