CH412866A - Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsäuren und Aldehyden - Google Patents

Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsäuren und Aldehyden

Info

Publication number: CH412866A
Authority: CH; Switzerland
Prior art keywords: formaldehyde; parts; aldehydes; naphthalene; pressure
Prior art date: 1961-03-10

Application number

CH240662A

Other languages

German (de)

English (en)

Inventor

Hans-Joachim Dr Nebel

Hans Dr Stanger

Otto Dr Hertel

Albert Dr Palm

Original Assignee

Basf 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.)

1961-03-10

Filing date

1962-02-28

Publication date

1966-05-15

1961-03-10 Priority claimed from DEB61609A external-priority patent/DE1137005B/de

1961-03-10 Priority claimed from DEB61610A external-priority patent/DE1156791B/de

1962-02-28 Application filed by Basf Ag filed Critical Basf Ag

1966-05-15 Publication of CH412866A publication Critical patent/CH412866A/de

Links

PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 title claims description 38
238000000034 method Methods 0.000 title claims description 26
239000007859 condensation product Substances 0.000 title claims description 18
238000002360 preparation method Methods 0.000 title claims description 4
150000001299 aldehydes Chemical class 0.000 title description 27
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 109
238000006243 chemical reaction Methods 0.000 claims description 21
239000003795 chemical substances by application Substances 0.000 claims description 20
230000002706 hydrostatic effect Effects 0.000 claims description 16
238000009833 condensation Methods 0.000 claims description 11
230000005494 condensation Effects 0.000 claims description 11
239000011541 reaction mixture Substances 0.000 claims description 11
239000000126 substance Substances 0.000 claims description 11
239000007795 chemical reaction product Substances 0.000 claims description 7
230000002378 acidificating effect Effects 0.000 claims description 6
239000007858 starting material Substances 0.000 claims description 5
239000012736 aqueous medium Substances 0.000 claims description 3
230000001105 regulatory effect Effects 0.000 claims description 2
125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
230000001419 dependent effect Effects 0.000 claims 1
239000000243 solution Substances 0.000 description 28
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 16
239000000203 mixture Substances 0.000 description 15
239000000843 powder Substances 0.000 description 11
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 10
235000011121 sodium hydroxide Nutrition 0.000 description 8
229920001864 tannin Polymers 0.000 description 8
239000001648 tannin Substances 0.000 description 8
235000018553 tannin Nutrition 0.000 description 8
238000004458 analytical method Methods 0.000 description 7
229910052757 nitrogen Inorganic materials 0.000 description 5
239000000047 product Substances 0.000 description 5
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 4
AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 4
239000002253 acid Substances 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
150000007513 acids Chemical class 0.000 description 3
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
125000004432 carbon atom Chemical group C* 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
YZMHQCWXYHARLS-UHFFFAOYSA-N naphthalene-1,2-disulfonic acid Chemical class C1=CC=CC2=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C21 YZMHQCWXYHARLS-UHFFFAOYSA-N 0.000 description 3
238000005086 pumping Methods 0.000 description 3
239000007921 spray Substances 0.000 description 3
QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
235000008733 Citrus aurantifolia Nutrition 0.000 description 2
NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
235000011941 Tilia x europaea Nutrition 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
239000000920 calcium hydroxide Substances 0.000 description 2
229910001861 calcium hydroxide Inorganic materials 0.000 description 2
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
238000001816 cooling Methods 0.000 description 2
238000010790 dilution Methods 0.000 description 2
239000012895 dilution Substances 0.000 description 2
HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
239000004571 lime Substances 0.000 description 2
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
HEWDOWUUTBCVJP-UHFFFAOYSA-N naphthalene-1,6-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 HEWDOWUUTBCVJP-UHFFFAOYSA-N 0.000 description 2
FITZJYAVATZPMJ-UHFFFAOYSA-N naphthalene-2,6-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=CC(S(=O)(=O)O)=CC=C21 FITZJYAVATZPMJ-UHFFFAOYSA-N 0.000 description 2
VILFVXYKHXVYAB-UHFFFAOYSA-N naphthalene-2,7-disulfonic acid Chemical compound C1=CC(S(O)(=O)=O)=CC2=CC(S(=O)(=O)O)=CC=C21 VILFVXYKHXVYAB-UHFFFAOYSA-N 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
238000003756 stirring Methods 0.000 description 2
150000003460 sulfonic acids Chemical class 0.000 description 2
QIVUCLWGARAQIO-OLIXTKCUSA-N (3s)-n-[(3s,5s,6r)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6-trifluorophenyl)piperidin-3-yl]-2-oxospiro[1h-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide Chemical compound C1([C@H]2[C@H](N(C(=O)[C@@H](NC(=O)C=3C=C4C[C@]5(CC4=NC=3)C3=CC=CN=C3NC5=O)C2)CC(F)(F)F)C)=C(F)C=CC(F)=C1F QIVUCLWGARAQIO-OLIXTKCUSA-N 0.000 description 1
BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical group C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
WODGMMJHSAKKNF-UHFFFAOYSA-N 2-methylnaphthalene-1-sulfonic acid Chemical class C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WODGMMJHSAKKNF-UHFFFAOYSA-N 0.000 description 1
-1 Aliphatic aldehydes Chemical class 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
101100289061 Drosophila melanogaster lili gene Proteins 0.000 description 1
229930040373 Paraformaldehyde Natural products 0.000 description 1
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910001854 alkali hydroxide Inorganic materials 0.000 description 1
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000010586 diagram Methods 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000008098 formaldehyde solution Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000007792 gaseous phase Substances 0.000 description 1
239000004312 hexamethylene tetramine Substances 0.000 description 1
235000010299 hexamethylene tetramine Nutrition 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
239000002609 medium Substances 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
AYOOGWWGECJQPI-NSHDSACASA-N n-[(1s)-1-(5-fluoropyrimidin-2-yl)ethyl]-3-(3-propan-2-yloxy-1h-pyrazol-5-yl)imidazo[4,5-b]pyridin-5-amine Chemical compound N1C(OC(C)C)=CC(N2C3=NC(N[C@@H](C)C=4N=CC(F)=CN=4)=CC=C3N=C2)=N1 AYOOGWWGECJQPI-NSHDSACASA-N 0.000 description 1
229920002866 paraformaldehyde Polymers 0.000 description 1
SQYNKIJPMDEDEG-UHFFFAOYSA-N paraldehyde Chemical compound CC1OC(C)OC(C)O1 SQYNKIJPMDEDEG-UHFFFAOYSA-N 0.000 description 1
229960003868 paraldehyde Drugs 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
238000006277 sulfonation reaction Methods 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G99/00—Subject matter not provided for in other groups of this subclass
- C07G99/002—Compounds of unknown constitution containing sulfur
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C3/00—Tanning; Compositions for tanning
- C14C3/02—Chemical tanning
- C14C3/08—Chemical tanning by organic agents
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C3/00—Tanning; Compositions for tanning
- C14C3/02—Chemical tanning
- C14C3/08—Chemical tanning by organic agents
- C14C3/18—Chemical tanning by organic agents using polycondensation products or precursors thereof
- C14C3/20—Chemical tanning by organic agents using polycondensation products or precursors thereof sulfonated

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Phenolic Resins Or Amino Resins (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH240662A 1961-03-10 1962-02-28 Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsäuren und Aldehyden CH412866A (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DEB61609A DE1137005B (de)	1961-03-10	1961-03-10	Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsaeuren undAldehyden
DEB61610A DE1156791B (de)	1961-03-10	1961-03-10	Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsaeuren und Aldehyden

Publications (1)

Publication Number	Publication Date
CH412866A true CH412866A (de)	1966-05-15

Family

ID=25965886

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH240662A CH412866A (de)	1961-03-10	1962-02-28	Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsäuren und Aldehyden

Country Status (5)

Country	Link
BE (1)	BE614909A (fr)
BR (1)	BR6236959D0 (fr)
CH (1)	CH412866A (fr)
FR (1)	FR1317095A (fr)
GB (1)	GB948695A (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AR207158A1 (es)	1974-09-05	1976-09-15	Hoechst Ag	Agente dispersante para la reparticion en fino y la estabilizacion de colorantes pigmentos y blanqueadores obticos y las dispersiones asi obtenidas
DE2834121C2 (de) *	1978-08-03	1980-08-21	Bayer Ag, 5090 Leverkusen	Kondensationsprodukte aus Terphenylsulfonsäuren, Naphthalinsulfonsäuren, Bis-(4-hydroxyphenyl)-sulfon und Formaldehyd
CN117447365A (zh) *	2023-10-26	2024-01-26	南京擎宇生物医药科技有限公司	一种萘系磺酸盐缩合物的制备方法
CN117447367A (zh) *	2023-10-26	2024-01-26	南京擎宇生物医药科技有限公司	萘系磺酸盐烷基醛甲醛缩合物及其应用

1962
- 1962-02-28 CH CH240662A patent/CH412866A/de unknown
- 1962-03-08 BR BR136959/62A patent/BR6236959D0/pt unknown
- 1962-03-09 BE BE614909A patent/BE614909A/fr unknown
- 1962-03-09 GB GB9091/62A patent/GB948695A/en not_active Expired
- 1962-03-09 FR FR890511A patent/FR1317095A/fr not_active Expired

Also Published As

Publication number	Publication date
BR6236959D0 (pt)	1973-12-27
GB948695A (en)	1964-02-05
BE614909A (fr)	1962-09-10
FR1317095A (fr)	1963-02-01

Publication	Publication Date	Title
DE1137005B (de)	1962-09-27	Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsaeuren undAldehyden
DE1467630A1 (de)	1969-07-17	Verfahren zur Herstellung einer Reinigungsmasse
CH412866A (de)	1966-05-15	Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsäuren und Aldehyden
DE1113457B (de)	1961-09-07	Verfahren zur Herstellung lichtechter Kondensationsprodukte durch Umsetzung sulfonierter Phenole mit Harnstoff und Formaldehyd
AT233723B (de)	1964-05-25	Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsäuren und Aldehyden
DE1142173B (de)	1963-01-10	Verfahren zur Herstellung lichtechter Kondensationsprodukte aus Phenolsulfonsaeuren, Phenolen, Harnstoff und Formaldehyd
DE2451720A1 (de)	1975-05-15	Phenolsulfonsaeure-harnstoff-formaldehyd-umsetzungsprodukte, verfahren zu deren herstellung und ihre verwendung als gerbend wirkende substanzen
DE1156791B (de)	1963-11-07	Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsaeuren und Aldehyden
DE2113096A1 (de)	1972-09-21	Wasserloesliche synthetische Gerbstoffe
AT233160B (de)	1964-04-25	Verfahren zur Herstellung lichtechter Kondensationsprodukte
AT221702B (de)	1962-06-12	Verfahren zur Herstellung gerbend wirkender Kondensationsprodukte
DE1302961B (de)	1972-04-27	Verwendung von Produkten, die durch Umsetzung von Zellstoffkocherablauge mit Ammoniak und Sauerstoff hergestellt worden sind, als Düngemittel
AT45442B (de)	1910-12-10	Verfahren zur Darstellung von Stickstoffderivaten der Formaldehydsulfoxylsäure.
CH410000A (de)	1966-03-31	Verfahren zur Herstellung lichtechter Kondensationsprodukte und deren Verwendung
DD209838A1 (de)	1984-05-23	Verfahren zur grosstechnischen herstellung hochwertiger dispergiermittel
DE858558C (de)	1952-12-08	Verfahren zur Herstellung von Gerbstoffen
AT226872B (de)	1963-04-10	Verfahren zur Herstellung lichtechter Kondensationsprodukte
DE899799C (de)	1953-12-17	Verfahren zur Herstellung von substituierten Carbonsaeuren
DE1914269A1 (de)	1969-10-23	Verfahren zum Herstellen von Paraformaldehyd-Koernern
DE850892C (de)	1952-09-29	Verfahren zur Herstellung von festen wasserloeslichen Kondensationsprodukten, insbesondere Gerbstoffen
AT99903B (de)	1925-05-11	Verfahren zur Herstellung in kongo-neutraler Lösung anwendbarer, gerbend wirkender Stoffe.
AT78395B (de)	1919-09-25	Gerbstoffe, Verfahren zur Herstellung derselben und Verfahren zum Gerben.
DE916224C (de)	1954-08-05	Verfahren zur Herstellung von wasserloeslichen Kondensationsprodukten
CH692246A5 (de)	2002-04-15	Verfahren zur Herstellung von Aminsalzen von 4-Nitrotoluol-2-sulfonsäure.
CH239762A (de)	1945-11-15	Verfahren zur Herstellung eines Kondensationsproduktes.