DE688380C - Process for the production of nitrogen- and sulfur-containing resins - Google Patents
Process for the production of nitrogen- and sulfur-containing resinsInfo
- Publication number
- DE688380C DE688380C DE1937I0062014 DEI0062014D DE688380C DE 688380 C DE688380 C DE 688380C DE 1937I0062014 DE1937I0062014 DE 1937I0062014 DE I0062014 D DEI0062014 D DE I0062014D DE 688380 C DE688380 C DE 688380C
- Authority
- DE
- Germany
- Prior art keywords
- sulfur
- nitrogen
- production
- containing resins
- ethyleneimine
- Prior art date
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/16—Sulfur atoms
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
- D01F2/06—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from viscose
- D01F2/08—Composition of the spinning solution or the bath
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/61—Polyamines polyimines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
- D06P5/225—Aminalization of cellulose; introducing aminogroups into cellulose
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Manufacturing & Machinery (AREA)
- Paints Or Removers (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Lubricants (AREA)
Description
Verfahren zur Herstellung von stickstoff- und schwefelhaltigen Harzen Es ist bereits vorgeschlagen worden (Patent 676 i97), ,aus cyclischem Äthylenimin, Polymeren desselben oder deren Homologen und Schwefelkohlenstoff unlösliche, schwefelhaltige Stoffe herzustellen, die sich durch verhältnismäßig hohen Stickstoffgehalt auszeichnen.Process for the production of nitrogen- and sulfur-containing resins It has already been proposed (Patent 676,197), from cyclic ethyleneimine, Polymers of the same or their homologues and carbon disulfide insoluble, sulfur-containing To produce substances that are characterized by a relatively high nitrogen content.
Es wurde nun gefunden, daß man künstliche stickstoff- und schwefelhaltige Harze gewinnen kann, wenn man cyclisches Äthylenimin, seine Homologen, Substitutionsprodukte oder Polymeren oder Gemische von diesen Stoffen und Chlorschwefel bis zur Bildung eines in Wasser und in wäßrigen Lösungen von Säuren und Alkalien unlöslichen Stoffes aufeinander zur Einwirkung bringt.It has now been found that artificial nitrogen and sulfur-containing Resins can be obtained by using cyclic ethyleneimine, its homologues, substitution products or polymers or mixtures of these substances and chlorosulfur until they are formed a substance insoluble in water and in aqueous solutions of acids and alkalis brings each other to act.
Die Umsetzung zwischen den stickstoffhaltigen Basen und dem Chlorschwefel kann in wäßriger Lösung oder in organischen irrdifferenten Lösungsmitteln, z. B. in Kohlenwasserstoffen, Alkoholen, Essigestern o. dgl., durchgeführt werden. In allen Fällen muß die Einwirkung der 'beiden harzbildenden Komponenten so lange fortgeführt werden, bis ein in Wasser und in wäßrigen Lösungen von Säuren und Alkalien unlöslicher Stoff entstanden ist. Die Umsetzung kann durch Erhitzen beschleunigt oder beendet werden. Auch ein Erhitzen in Gegenwart von verdünnten Säuren fördert die Bildung der unlöslichen Massen. Schließlich kann der noch nicht unlöslich gewordene Anteil des Umsetzungsgemisches durch Auskochen mit verdünnten Säuren oder Alkalien entfernt werden.The conversion between the nitrogenous bases and the chlorosulfur can in aqueous solution or in organic irrdifferenten solvents, eg. B. in hydrocarbons, alcohols, ethyl acetate o. The like., Be carried out. In In all cases the action of the two resin-forming components must be continued for so long become more insoluble in water and in aqueous solutions of acids and alkalis Fabric was created. The reaction can be accelerated or terminated by heating will. Heating in the presence of dilute acids also promotes formation of the insoluble masses. Finally, the part that has not yet become insoluble can of the reaction mixture removed by boiling with dilute acids or alkalis will.
Die unlöslichen stickstoff- und schwefelhaltigen Harze können als Kunstharze oder Lackkompositionen benutzt werden. In nachfolgendem Beispiel können an Stelle von Athylenimin oder Gemischen von Äthylenimin und Polyäthylenimin andere cyclische, eine Imingruppe enthaltende Alkylenbasen, z. B. N-Methyläthylenimin, N-Phenyläthylenimin oder ein in der CH2-Gruppe substituiertes Äthylenimin oder homologe Imine, wie Propylenimin, verwendet werden.The insoluble nitrogen- and sulfur-containing resins can be used as Synthetic resins or lacquer compositions are used. In the following Example can be used in place of ethyleneimine or mixtures of ethyleneimine and polyethyleneimine other cyclic imine group-containing alkylene bases, e.g. B. N-methylethyleneimine, N-phenylethyleneimine or an ethyleneimine substituted in the CH2 group or homologous Imines such as propyleneimine can be used.
Beispiel Eine i 5prozentige -wäßrige Lösung von Äthylenimin wird unter starker Kühlung so lange tropfenweise mit Chlorschwefel (S2 C12) versetzt, bis kein Niederschlag mehr enxsteht. Die etwas überschüssigen Chlorschwefel enthaltende Lösung wird 12 Stunden am Rückflußkühler erhitzt; der :entstehende gelbe Niederschlag wird abgenutscht und durch mehrmaliges Auskochen mit Wasser gereinigt.Example An i 5 percent aqueous solution of ethyleneimine is under strong cooling so long added dropwise with chlorine sulfur (S2 C12) until none Precipitation occurs more. The solution containing some excess chlorosulfur is refluxed for 12 hours; the: resulting yellow precipitate becomes sucked off and cleaned by boiling several times with water.
Claims (1)
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI56786D DE676197C (en) | 1937-01-05 | 1937-01-05 | Process for the manufacture of nitrogen- and sulfur-containing products from alkyleneimines and carbon disulfide |
DE1937I0062014 DE688380C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0062012 DE692695C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0057587 DE688379C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0062013 DE688337C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
GB14300/37A GB496052A (en) | 1937-01-05 | 1937-05-22 | Manufacture of products containing nitrogen and sulphur |
FR49310D FR49310E (en) | 1937-01-05 | 1938-03-17 | Process for the production of insoluble reaction products containing nitrogen and sulfur |
FR835387D FR835387A (en) | 1937-01-05 | 1938-03-17 | Process for the production of insoluble reaction products containing nitrogen and sulfur |
NL86984A NL48276C (en) | 1937-01-05 | 1938-03-19 | Process for preparing nitrogen and sulfur-containing resins |
NL92542A NL48331C (en) | 1937-01-05 | 1939-03-21 |
Applications Claiming Priority (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI56786D DE676197C (en) | 1937-01-05 | 1937-01-05 | Process for the manufacture of nitrogen- and sulfur-containing products from alkyleneimines and carbon disulfide |
GB632837A GB491565A (en) | 1937-03-03 | 1937-03-03 | Manufacture of products containing nitrogen and sulphur and their application in thetextile industry |
DEI57565D DE678908C (en) | 1937-03-27 | 1937-03-27 | Process for the production of insoluble products containing nitrogen and sulfur |
DEI57563D DE678907C (en) | 1937-03-27 | 1937-03-27 | Process for the production of insoluble products containing nitrogen and sulfur |
DE1937I0062014 DE688380C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0062012 DE692695C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0057587 DE688379C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0062013 DE688337C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
GB14300/37A GB496052A (en) | 1937-01-05 | 1937-05-22 | Manufacture of products containing nitrogen and sulphur |
FR831554T | 1937-12-31 | ||
GB102138 | 1938-01-12 | ||
NL92542A NL48331C (en) | 1937-01-05 | 1939-03-21 | |
NL173088 | 1952-10-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE688380C true DE688380C (en) | 1940-02-19 |
Family
ID=41650096
Family Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEI56786D Expired DE676197C (en) | 1937-01-05 | 1937-01-05 | Process for the manufacture of nitrogen- and sulfur-containing products from alkyleneimines and carbon disulfide |
DE1937I0062013 Expired DE688337C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0062014 Expired DE688380C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0057587 Expired DE688379C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0062012 Expired DE692695C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEI56786D Expired DE676197C (en) | 1937-01-05 | 1937-01-05 | Process for the manufacture of nitrogen- and sulfur-containing products from alkyleneimines and carbon disulfide |
DE1937I0062013 Expired DE688337C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE1937I0057587 Expired DE688379C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
DE1937I0062012 Expired DE692695C (en) | 1937-01-05 | 1937-04-02 | Process for the production of nitrogen- and sulfur-containing resins |
Country Status (4)
Country | Link |
---|---|
DE (5) | DE676197C (en) |
FR (2) | FR49310E (en) |
GB (1) | GB496052A (en) |
NL (2) | NL48276C (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0146841A3 (en) * | 1983-12-17 | 1986-11-20 | Consortium für elektrochemische Industrie GmbH | Water soluble mixed ether of beta-cyclodextrin, and process for its preparation |
EP0147685B1 (en) * | 1983-12-17 | 1989-04-26 | Hoechst Aktiengesellschaft | Beta-cyclodextrin and process for its preparation |
-
1937
- 1937-01-05 DE DEI56786D patent/DE676197C/en not_active Expired
- 1937-04-02 DE DE1937I0062013 patent/DE688337C/en not_active Expired
- 1937-04-02 DE DE1937I0062014 patent/DE688380C/en not_active Expired
- 1937-04-02 DE DE1937I0057587 patent/DE688379C/en not_active Expired
- 1937-04-02 DE DE1937I0062012 patent/DE692695C/en not_active Expired
- 1937-05-22 GB GB14300/37A patent/GB496052A/en not_active Expired
-
1938
- 1938-03-17 FR FR49310D patent/FR49310E/en not_active Expired
- 1938-03-17 FR FR835387D patent/FR835387A/en not_active Expired
- 1938-03-19 NL NL86984A patent/NL48276C/en active
-
1939
- 1939-03-21 NL NL92542A patent/NL48331C/xx active
Also Published As
Publication number | Publication date |
---|---|
FR835387A (en) | 1938-12-20 |
DE692695C (en) | 1940-06-25 |
NL48331C (en) | 1940-04-15 |
NL48276C (en) | 1940-04-15 |
DE688337C (en) | 1940-02-17 |
DE676197C (en) | 1939-05-27 |
DE688379C (en) | 1940-02-19 |
GB496052A (en) | 1938-11-22 |
FR49310E (en) | 1939-02-17 |
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