GB1076259A - Siloxane condensation polymers - Google Patents

Siloxane condensation polymers

Info

Publication number
GB1076259A
GB1076259A GB26343/64A GB2634364A GB1076259A GB 1076259 A GB1076259 A GB 1076259A GB 26343/64 A GB26343/64 A GB 26343/64A GB 2634364 A GB2634364 A GB 2634364A GB 1076259 A GB1076259 A GB 1076259A
Authority
GB
United Kingdom
Prior art keywords
siloxane
water
emulsifying
alkylene
atoms
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
Application number
GB26343/64A
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.)
Chemische Fabrik Pfersee GmbH
Original Assignee
Chemische Fabrik Pfersee GmbH
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.)
Filing date
Publication date
Application filed by Chemische Fabrik Pfersee GmbH filed Critical Chemische Fabrik Pfersee GmbH
Publication of GB1076259A publication Critical patent/GB1076259A/en
Expired legal-status Critical Current

Links

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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22—Di-epoxy compounds
    • C08G59/30—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen
    • C08G59/306—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen containing silicon
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/50—Amines
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084—Dispersions of dyes
    • C09B67/0085—Non common dispersing agents
    • C09B67/0089—Non common dispersing agents non ionic dispersing agent, e.g. EO or PO addition products
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/54—Silicon compounds
    • 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
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/65—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing epoxy groups
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/10—Coatings without pigments
    • D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
    • D21H19/24—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H19/32—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming a linkage containing silicon in the main chain of the macromolecule

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Dispersion Chemistry (AREA)
  • Textile Engineering (AREA)
  • Silicon Polymers (AREA)

Abstract

A water-soluble, heat-hardenable polymer is made by reacting an organopolysiloxane containing at least one unit of the formula <FORM:1076259/C3/1> in which R is an alkyl radical of 1-3 C atoms or a phenyl radical, and the alkylene radical contains from 1 to 5 C atoms, with an aliphatic, cycloaliphatic or heterocyclic diamine or polyamine, or an alkylene imine or a corresponding amine salt, and stopping the reaction while the product, on being acidified and then diluted with water, is still capable of forming a clear to opalescent solution. The reaction is usually effected at 50 DEG C. for half an hour, and if desired in the presence of a water-miscible solvent. Formic or acetic acid is generally used for neutralization or acidification. The polymers may be further reacted, under weakly acidic conditions, with an aliphatic aldehyde to yield polymers which can cross-link with themselves or with materials containing reactive hydrogen on heating above 100 DEG C. without the use of a hardening agent. In a typical example (1) a mixture of an epoxidized siloxane comprising <FORM:1076259/C3/2> units, methanol and ethylenediamine, was heated at 45-50 DEG C. for 20 minutes and the product was acidified with acetic acid and water added to yield a clear solution. Uses: in making bonding and adhesive agents for the wood and paper industry; for making water-repellent and dye-fixing compositions for textiles; and as emulsifying or dispersing agents for numerous organic and inorganic compounds. In examples, (10) the siloxane of Example 7 is used for emulsifying a mixture of paraffin and polyethylene waxes; (11) the aldehyde-modified siloxane of Example 7 is used for emulsifying a hydrogen-siloxane; (12) the siloxane of Example 7 is used in the copolymerization of the acrylate ester of perfluoroctane sulphonic acid-N-ethyl-N-hydroxyethylamide and N-methylolacrylamide, to yield a colourless, cloudy gel dilutable with water; and (17) the siloxane of this example is used for emulsifying polyacrylic acid methyl ester.ALSO:Silica obtained by hydrolysis of ethyl silicate is emulsified in water using as emulsifier a polymer produced by reaction of an epoxidized siloxane of formula <FORM:1076259/C1/1> where alkylene is -CH2CH2- with diethylene triamine.ALSO:A water-soluble, heat-hardenable polymer, obtained by reacting a siloxane containing at least one unit of the formula: <FORM:1076259/B1-B2/1> in which R is an alkyl radical of 1-3 C atoms or a phenyl radical and the alkylene radical contains from 1-4 C atoms, with an aliphatic, cycloaliphatic or heterocyclic diamine or polyamine, or an alkylene imine or a corresponding amine salt (see Division C3), is used as an emulsifying or dispersing agent to form, in Examples (7) a paraffin wax emulsion, (8) an emulsion of perfluoroctane sulphonic amide, (9) an emulsion of perfluoroctane sulphonic acid-N-ethyl-N-hydroxyethylamide, (13) W\sv-dihydro-W-hydroperfluorononylalcohol, and (15) a chlorinated paraffin wax emulsion. Other dispersible or emulsifiable substances mentioned are - saponifiable fats and oils and their free acids; soaps of such acids with polyvalent metals; paraffin hydrocarbons; dyestuffs; fluorinated alkanes and their alcohol ester, carboxylic acid, sulphonic acid, isocyanate, sulphonamide and carboxylic acid alkylene imide derivatives; and chelates of fluorinated carboxylic acids with alcoholates of polyvalent metals and complexing agents such as acetylacetone.
GB26343/64A 1963-07-12 1964-06-25 Siloxane condensation polymers Expired GB1076259A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DEC0030430 1963-07-12
DEC0030439 1963-07-13
DEC0030520 1963-07-24

Publications (1)

Publication Number Publication Date
GB1076259A true GB1076259A (en) 1967-07-19

Family

ID=27209535

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26343/64A Expired GB1076259A (en) 1963-07-12 1964-06-25 Siloxane condensation polymers

Country Status (1)

Country Link
GB (1) GB1076259A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5661196A (en) * 1992-12-10 1997-08-26 Wacker-Chemie Gmbh Organopolysiloxane-containing compositions which are self-dispersing in water
WO2000050491A1 (en) * 1999-02-24 2000-08-31 Crompton Corporation Heterocyclic amine modified siloxanes
WO2002026849A1 (en) * 2000-09-26 2002-04-04 Basf Aktiengesellschaft Polymer aldehyde/siloxane amine networks
DE10139963A1 (en) * 2001-08-14 2003-03-06 Wacker Chemie Gmbh Organopolysiloxanes containing quaternary ammonium groups and process for their preparation
WO2010072541A1 (en) * 2008-12-15 2010-07-01 Wacker Chemie Ag Crosslinking of organopolysiloxane compound present on a substrate with gaseous aldehyde reagent
WO2010072531A1 (en) * 2008-12-15 2010-07-01 Wacker Chemie Ag Thermal crosslinking of an organopolysiloxane compound present on a substrate by means of an aldehyde reagent

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5661196A (en) * 1992-12-10 1997-08-26 Wacker-Chemie Gmbh Organopolysiloxane-containing compositions which are self-dispersing in water
WO2000050491A1 (en) * 1999-02-24 2000-08-31 Crompton Corporation Heterocyclic amine modified siloxanes
AU775536B2 (en) * 1999-02-24 2004-08-05 General Electric Company Heterocyclic amine modified siloxanes
WO2002026849A1 (en) * 2000-09-26 2002-04-04 Basf Aktiengesellschaft Polymer aldehyde/siloxane amine networks
DE10139963A1 (en) * 2001-08-14 2003-03-06 Wacker Chemie Gmbh Organopolysiloxanes containing quaternary ammonium groups and process for their preparation
US6730766B2 (en) 2001-08-14 2004-05-04 Wacker-Chemie Gmbh Organopolysiloxanes having quaternary ammonium groups and processes for the preparation thereof
WO2010072541A1 (en) * 2008-12-15 2010-07-01 Wacker Chemie Ag Crosslinking of organopolysiloxane compound present on a substrate with gaseous aldehyde reagent
WO2010072531A1 (en) * 2008-12-15 2010-07-01 Wacker Chemie Ag Thermal crosslinking of an organopolysiloxane compound present on a substrate by means of an aldehyde reagent

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