CH410000A - Verfahren zur Herstellung lichtechter Kondensationsprodukte und deren Verwendung - Google Patents

Verfahren zur Herstellung lichtechter Kondensationsprodukte und deren Verwendung

Info

Publication number: CH410000A
Authority: CH; Switzerland
Prior art keywords: parts; formaldehyde; strength; urea; phenol
Prior art date: 1960-10-25

Application number

CH1196361A

Other languages

German (de)

English (en)

Inventor

Otto Dr Hertel

Hans-Joachim Dr Nebel

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.)

1960-10-25

Filing date

1961-10-16

Publication date

1966-03-31

1961-10-16 Application filed by Basf Ag filed Critical Basf Ag

1966-03-31 Publication of CH410000A publication Critical patent/CH410000A/de

Links

239000007859 condensation product Substances 0.000 title claims description 22
238000000034 method Methods 0.000 title claims description 11
238000004519 manufacturing process Methods 0.000 title description 3
150000002989 phenols Chemical class 0.000 claims description 21
-1 methylol compounds Chemical class 0.000 claims description 7
125000000542 sulfonic acid group Chemical group 0.000 claims description 4
239000010985 leather Substances 0.000 claims description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 3
ZMGMDXCADSRNCX-UHFFFAOYSA-N 5,6-dihydroxy-1,3-diazepan-2-one Chemical class OC1CNC(=O)NCC1O ZMGMDXCADSRNCX-UHFFFAOYSA-N 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 141
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 60
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 46
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 39
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 37
239000003795 chemical substances by application Substances 0.000 description 35
235000013877 carbamide Nutrition 0.000 description 28
239000000243 solution Substances 0.000 description 27
239000004202 carbamide Substances 0.000 description 26
239000000203 mixture Substances 0.000 description 23
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
239000007864 aqueous solution Substances 0.000 description 17
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 16
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 16
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 16
QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 12
238000001816 cooling Methods 0.000 description 11
239000000047 product Substances 0.000 description 10
150000001875 compounds Chemical class 0.000 description 9
239000007788 liquid Substances 0.000 description 9
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 8
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
229960000583 acetic acid Drugs 0.000 description 8
229910021529 ammonia Inorganic materials 0.000 description 8
239000007795 chemical reaction product Substances 0.000 description 8
235000019253 formic acid Nutrition 0.000 description 8
239000012362 glacial acetic acid Substances 0.000 description 8
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 8
239000000843 powder Substances 0.000 description 8
239000001648 tannin Substances 0.000 description 8
235000018553 tannin Nutrition 0.000 description 8
229920001864 tannin Polymers 0.000 description 8
125000004122 cyclic group Chemical group 0.000 description 7
LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 7
KDSNLYIMUZNERS-UHFFFAOYSA-N 2-methylpropanamine Chemical compound CC(C)CN KDSNLYIMUZNERS-UHFFFAOYSA-N 0.000 description 6
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
230000001588 bifunctional effect Effects 0.000 description 5
150000003672 ureas Chemical class 0.000 description 5
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 4
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
229930003836 cresol Natural products 0.000 description 4
150000001923 cyclic compounds Chemical class 0.000 description 4
229940015043 glyoxal Drugs 0.000 description 4
239000003921 oil Substances 0.000 description 4
229920005989 resin Polymers 0.000 description 4
239000011347 resin Substances 0.000 description 4
229920001807 Urea-formaldehyde Polymers 0.000 description 3
239000003929 acidic solution Substances 0.000 description 3
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
150000001896 cresols Chemical class 0.000 description 3
MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 3
MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 3
238000001035 drying Methods 0.000 description 3
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 3
238000006386 neutralization reaction Methods 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
239000000126 substance Substances 0.000 description 3
238000006277 sulfonation reaction Methods 0.000 description 3
125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 3
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
LCVCUJWKJNFDMY-UHFFFAOYSA-N 2,2-diphenylpropane-1,1-diol Chemical compound C=1C=CC=CC=1C(C(O)O)(C)C1=CC=CC=C1 LCVCUJWKJNFDMY-UHFFFAOYSA-N 0.000 description 2
HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
229930185605 Bisphenol Natural products 0.000 description 2
239000004215 Carbon black (E152) Substances 0.000 description 2
AIJULSRZWUXGPQ-UHFFFAOYSA-N Methylglyoxal Chemical compound CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 description 2
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
239000002253 acid Substances 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
150000007824 aliphatic compounds Chemical class 0.000 description 2
230000000694 effects Effects 0.000 description 2
229940093915 gynecological organic acid Drugs 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
150000002883 o-cresols Chemical class 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
235000006408 oxalic acid Nutrition 0.000 description 2
150000003139 primary aliphatic amines Chemical class 0.000 description 2
238000010992 reflux Methods 0.000 description 2
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000007921 spray Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
229940061610 sulfonated phenol Drugs 0.000 description 2
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical group C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
NQPJDJVGBDHCAD-UHFFFAOYSA-N 1,3-diazinan-2-one Chemical compound OC1=NCCCN1 NQPJDJVGBDHCAD-UHFFFAOYSA-N 0.000 description 1
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
YCOXCINCKKAZMJ-UHFFFAOYSA-N 4-hydroxy-3-methylbenzenesulfonic acid Chemical compound CC1=CC(S(O)(=O)=O)=CC=C1O YCOXCINCKKAZMJ-UHFFFAOYSA-N 0.000 description 1
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
229930040373 Paraformaldehyde Natural products 0.000 description 1
OPZULUQYXPWXLS-UHFFFAOYSA-N [hydroxymethyl(2-methylpropyl)amino]methanol Chemical compound CC(C)CN(CO)CO OPZULUQYXPWXLS-UHFFFAOYSA-N 0.000 description 1
JZSWZDBPGBBRNA-UHFFFAOYSA-N [hydroxymethyl(methyl)amino]methanol Chemical compound OCN(C)CO JZSWZDBPGBBRNA-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
230000021615 conjugation Effects 0.000 description 1
MIHINWMALJZIBX-UHFFFAOYSA-N cyclohexa-2,4-dien-1-ol Chemical class OC1CC=CC=C1 MIHINWMALJZIBX-UHFFFAOYSA-N 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000004043 dyeing Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-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
QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 1
229950005308 oxymethurea Drugs 0.000 description 1
229920002866 paraformaldehyde Polymers 0.000 description 1
229940044654 phenolsulfonic acid Drugs 0.000 description 1
235000013824 polyphenols Nutrition 0.000 description 1
229920000166 polytrimethylene carbonate Polymers 0.000 description 1
235000013772 propylene glycol Nutrition 0.000 description 1
239000005297 pyrex Substances 0.000 description 1
239000002510 pyrogen Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
229910000342 sodium bisulfate Inorganic materials 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
239000011973 solid acid Substances 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
150000003457 sulfones Chemical class 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
UHLICHJXSLXXRV-UHFFFAOYSA-N triazinan-4-one Chemical compound O=C1CCNNN1 UHLICHJXSLXXRV-UHFFFAOYSA-N 0.000 description 1
238000004383 yellowing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/12—Chemically modified polycondensates
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/06—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols and monomers containing hydrogen attached to nitrogen
- 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)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Phenolic Resins Or Amino Resins (AREA)
Treatment And Processing Of Natural Fur Or Leather (AREA)

CH1196361A 1960-10-25 1961-10-16 Verfahren zur Herstellung lichtechter Kondensationsprodukte und deren Verwendung CH410000A (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DEB59854A DE1130822B (de)	1960-10-25	1960-10-25	Verfahren zur Herstellung lichtechter Kondensationsprodukte durch Nachbehandlung vonSulfonsaeure-gruppen enthaltenden Phenol-Harnstoff-Formaldehydkondensaten mit Phenolen und Formaldehyd

Publications (1)

Publication Number	Publication Date
CH410000A true CH410000A (de)	1966-03-31

Family

ID=6972619

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH1196361A CH410000A (de)	1960-10-25	1961-10-16	Verfahren zur Herstellung lichtechter Kondensationsprodukte und deren Verwendung

Country Status (3)

Country	Link
BE (1)	BE609476A (fr)
CH (1)	CH410000A (fr)
DE (1)	DE1130822B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4058537A (en) *	1976-01-05	1977-11-15	Ciba-Geigy Corporation	Esters of anhydride aromatic polycarboxylic acids with perfluoroalkyl alcohols
US5288873A (en) *	1992-08-13	1994-02-22	Texaco Chemical Company	Aminated alkoxylated imidazolidones
US5436351A (en) *	1993-08-27	1995-07-25	Huntsman Corporation	Imidazolidone polyetheramide surfactant

1960
- 1960-10-25 DE DEB59854A patent/DE1130822B/de active Pending
1961
- 1961-10-16 CH CH1196361A patent/CH410000A/de unknown
- 1961-10-23 BE BE609476A patent/BE609476A/fr unknown

Also Published As

Publication number	Publication date
DE1130822B (de)	1962-06-07
BE609476A (fr)	1962-04-15

Publication	Publication Date	Title
DE1113457B (de)	1961-09-07	Verfahren zur Herstellung lichtechter Kondensationsprodukte durch Umsetzung sulfonierter Phenole mit Harnstoff und Formaldehyd
DE1142173B (de)	1963-01-10	Verfahren zur Herstellung lichtechter Kondensationsprodukte aus Phenolsulfonsaeuren, Phenolen, Harnstoff und Formaldehyd
CH410000A (de)	1966-03-31	Verfahren zur Herstellung lichtechter Kondensationsprodukte und deren Verwendung
AT226872B (de)	1963-04-10	Verfahren zur Herstellung lichtechter Kondensationsprodukte
AT233160B (de)	1964-04-25	Verfahren zur Herstellung lichtechter Kondensationsprodukte
DE1229100B (de)	1966-11-24	Verfahren zur Herstellung lichtechter Kondensationsprodukte durch Nachbehandlung von Sulfonsaeuregruppen enthaltenden beta-Naphthol-Harnstoff-Formaldehyd-Kondensationsprodukten mit Phenolen und Formaldehyd
DE612626C (de)	1935-09-16	Verfahren zur Herstellung wasserunloeslicher Harze aus Harnstoff oder dessen Derivaten und Formaldehyd bzw. dessen Polymeren
DE1935006A1 (de)	1971-01-14	Verfahren zur Herstellung gerbend wirkender Kondensationsprodukte
DE1237133B (de)	1967-03-23	Verfahren zur Herstellung von Kondensations-produkten durch Nachbehandlung von Sulfon-saeuregruppen enthaltenden Phenol-Harnstoff-Formaldehyd-Kondensaten mit Phenolen und Formaldehyd
DE1178080B (de)	1964-09-17	Verfahren zur Herstellung von Kondensations-produkten durch Nachbehandlung von Sulfon-saeuregruppen enthaltenden Phenol-Harnstoff-Formaldehyd-Kondensaten mit Phenolen und Formaldehyd
DE1126888B (de)	1962-04-05	Verfahren zur Herstellung von Kondensationsprodukten aus sulfonierten ª‰-Naphtholen, Harnstoff, Formaldehyd und Phenolen
AT220280B (de)	1962-03-12	Verfahren zur Herstellung lichtechter Kondensationsprodukte
DE1164424B (de)	1964-03-05	Verfahren zur Herstellung lichtechter Kondensationsprodukte aus Phenolsulfonsaeuren, Phenolen, Harnstoff und Formaldehyd
DE858558C (de)	1952-12-08	Verfahren zur Herstellung von Gerbstoffen
DE1177166B (de)	1964-09-03	Verfahren zur Herstellung von Kondensations-produkten durch Nachbehandlung von Sulfon-saeuregruppen enthaltenden Phenol-Formaldehyd-Kondensaten mit Phenolen und Formaldehyd
AT233723B (de)	1964-05-25	Verfahren zur Herstellung von Kondensationsprodukten aus Naphthalinsulfonsäuren und Aldehyden
DE2604195C2 (de)	1984-03-08	Verfahren zur Herstellung von Melamin-Formaldehydharzen
DE1670178A1 (de)	1970-11-05	Verfahren zur Herstellung lichtechter anionischer Harzgerbstoffe auf Melaminbasis
AT127616B (de)	1932-04-11	Verfahren zur Herstellung und Abscheidung von hydrophoben Harzen durch Kondensation von Harnstoff oder dessen Derivaten mit Formaldehyd oder seinen Polymeren.
CH193630A (de)	1937-10-31	Verfahren zur Herstellung eines harzartigen Aldehyd-Kondensationsproduktes.
DE1183511B (de)	1964-12-17	Verfahren zur Herstellung von Kondensationsprodukten durch Nachbehandlung von Sulfonsaeuregruppen enthaltenden Phenol-Formaldehyd-Kondensaten mit Phenolen und Formaldehyd
DE1223848B (de)	1966-09-01	Verfahren zur Herstellung von Kondensationsprodukten aus Phenolkoerpern, Stickstoff enthaltenden organischen Verbindungen und Formaldehyd
DE2158610C3 (de)	1976-03-11	Verfahren zur Herstellung von Gerbstoffen auf der Grundlage von Kondensationsprodukten
DE1183509B (de)	1964-12-17	Verfahren zur Herstellung lichtechter Kondensationsprodukte aus Phenolsulfonsaeuren, Phenolen, Harnstoff und Formaldehyd
DE860551C (de)	1952-12-22	Verfahren zur Herstellung von haertbaren wasserloeslichen Kunstharzen