CA1061784A - Teintures a l'etat de dispersions - Google Patents

Teintures a l'etat de dispersions

Info

Publication number: CA1061784A
Authority: CA; Canada
Prior art keywords: parts; formula; volume; cyano; filtered
Prior art date: 1973-06-29
Legal status (The legal status 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 status listed.): Expired

Application number

CA313,664A

Other languages

English (en)

Inventor

Siegfried Dengler

Hansrudolf Schwander

Peter Loew

Christian Zickendraht

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Novartis AG

Original Assignee

Ciba Geigy AG

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.)

1973-06-29

Filing date

1978-10-18

Publication date

1979-09-04

1973-06-29 Priority claimed from CH950373A external-priority patent/CH572083A5/de

1978-10-18 Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG

1978-10-18 Priority to CA313,664A priority Critical patent/CA1061784A/fr

1979-09-04 Application granted granted Critical

1979-09-04 Publication of CA1061784A publication Critical patent/CA1061784A/fr

Status Expired legal-status Critical Current

Links

BESVNGFEZCZJOV-UHFFFAOYSA-N 3-amino-7-oxobenzo[a]phenalene-2-carbonitrile Chemical class C12=CC=CC=C2C(=O)C2=CC=CC3=C2C1=CC(C#N)=C3N BESVNGFEZCZJOV-UHFFFAOYSA-N 0.000 claims abstract description 12
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 5
125000000217 alkyl group Chemical group 0.000 claims abstract description 4
125000005843 halogen group Chemical group 0.000 claims abstract description 4
238000002360 preparation method Methods 0.000 abstract description 2
239000000543 intermediate Substances 0.000 abstract 2
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 30
239000000975 dye Substances 0.000 description 14
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
239000000725 suspension Substances 0.000 description 10
239000000203 mixture Substances 0.000 description 9
229920000728 polyester Polymers 0.000 description 7
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
-1 heterocyclic radicals Chemical class 0.000 description 5
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
235000011114 ammonium hydroxide Nutrition 0.000 description 4
238000001953 recrystallisation Methods 0.000 description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 2
QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
238000005727 Friedel-Crafts reaction Methods 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
125000000909 amidinium group Chemical group 0.000 description 2
WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
239000000047 product Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
DVVGIUUJYPYENY-UHFFFAOYSA-N 1-methylpyridin-2-one Chemical compound CN1C=CC=CC1=O DVVGIUUJYPYENY-UHFFFAOYSA-N 0.000 description 1
AAEPHFLTCMSKDO-UHFFFAOYSA-N 2,3,3-trimethyl-2h-indole-1-carbaldehyde Chemical compound C1=CC=C2C(C)(C)C(C)N(C=O)C2=C1 AAEPHFLTCMSKDO-UHFFFAOYSA-N 0.000 description 1
RPZDJWSZVSCQDU-UHFFFAOYSA-N 3,4-dihydro-2h-quinoline-1-carbaldehyde Chemical compound C1=CC=C2N(C=O)CCCC2=C1 RPZDJWSZVSCQDU-UHFFFAOYSA-N 0.000 description 1
229910015900 BF3 Inorganic materials 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
229960001413 acetanilide Drugs 0.000 description 1
150000001409 amidines Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
YMNKUHIVVMFOFO-UHFFFAOYSA-N anthracene-9-carbaldehyde Chemical compound C1=CC=C2C(C=O)=C(C=CC=C3)C3=CC2=C1 YMNKUHIVVMFOFO-UHFFFAOYSA-N 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000013078 crystal Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
239000000155 melt Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000000034 method Methods 0.000 description 1
UXDAWVUDZLBBAM-UHFFFAOYSA-N n,n-diethylbenzeneacetamide Chemical compound CCN(CC)C(=O)CC1=CC=CC=C1 UXDAWVUDZLBBAM-UHFFFAOYSA-N 0.000 description 1
CDQSTBHGKNNPSY-UHFFFAOYSA-N n,n-diethylbutanamide Chemical compound CCCC(=O)N(CC)CC CDQSTBHGKNNPSY-UHFFFAOYSA-N 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
239000000843 powder Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
238000000859 sublimation Methods 0.000 description 1
230000008022 sublimation Effects 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1

Landscapes

Coloring (AREA)
Plural Heterocyclic Compounds (AREA)

CA313,664A 1973-06-29 1978-10-18 Teintures a l'etat de dispersions Expired CA1061784A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA313,664A CA1061784A (fr)	1973-06-29	1978-10-18	Teintures a l'etat de dispersions

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
CH950373A CH572083A5 (fr)	1973-06-29	1973-06-29
CA203,450A CA1051426A (fr)	1973-06-29	1974-06-26	Colorants disperses
CA313,664A CA1061784A (fr)	1973-06-29	1978-10-18	Teintures a l'etat de dispersions

Publications (1)

Publication Number	Publication Date
CA1061784A true CA1061784A (fr)	1979-09-04

Family

ID=27163523

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA313,664A Expired CA1061784A (fr)	1973-06-29	1978-10-18	Teintures a l'etat de dispersions

Country Status (1)

Country	Link
CA (1)	CA1061784A (fr)

1978
- 1978-10-18 CA CA313,664A patent/CA1061784A/fr not_active Expired

Publication	Publication Date	Title
US3794659A (en)	1974-02-26	Asymmetrically disubstituted isoindolines
CA1061784A (fr)	1979-09-04	Teintures a l'etat de dispersions
DE1297259B (de)	1969-06-12	Verfahren zur Herstellung von Farbstoffen
US3297695A (en)	1967-01-10	Anthraquinone dyes and their production
US3920662A (en)	1975-11-18	Perinone dyestuffs and process for preparing them
US2762810A (en)	1956-09-11	Process for introducing a tricyanovinyl substituent on the ring of a cyclic amine
CA1061348A (fr)	1979-08-28	Complexe metallique a base d'iminoisoindolinone
CA1064929A (fr)	1979-10-23	Metal compose de bis-hydrazone, et procede de fabrication
US3202657A (en)	1965-08-24	Nu-aralkyl- and nu-aryl derivatives of tetrahydro-oxathiazine-(1, 4, 5)-dioxide-(4, 4) and process for preparing them
Hou et al.	1993	Reaction of 2, 3-dichloro-5, 6-dicyanopyrazine with amines
US4003898A (en)	1977-01-18	Process for the manufacture of cationic dyestuffs
US6124451A (en)	2000-09-26	Process for the preparation of substituted amido phthalocyanine derivatives and novel substituted amido phthalocyanine derivatives
US3985772A (en)	1976-10-12	3-Amidinocoumarin dyes
US2768183A (en)	1956-10-23	Anthraquinone dyestuffs
US3272821A (en)	1966-09-13	Delta form of quinacridone pigment
US2913453A (en)	1959-11-17	N-carboxylates of amino 1, 4-quinones
US3320275A (en)	1967-05-16	Water soluble phthalocyanine dyes
US3391148A (en)	1968-07-02	Reaction products of cyclic-substituted naphtholactams and arylamines
Becker et al.	2000	New Thermotropic Dyes Based on Amino‐Substituted Perylendicarboximides
US3026326A (en)	1962-03-20	2-tricyanovinyl-azomethines and method of preparing them
US3546222A (en)	1970-12-08	N,n'-triazinyl perylene-3,4,9,10-tetracarboxyline acid bis imides
US2731464A (en)	1956-01-17	Production of vat dyestuffs
US4025510A (en)	1977-05-24	2,4-Diaryl[1,3,4H]thiadiazines fused to quinoxalines
GB738013A (en)	1955-10-05	New nitrogen containing heterocyclic compounds
EP0337945A1 (fr)	1989-10-18	Pyrrolopyrrols à un groupe cétonique