GB939196A - Process for the regulation of the elasticity moduli of highly elastic fibres and films - Google Patents

Process for the regulation of the elasticity moduli of highly elastic fibres and films

Info

Publication number
GB939196A
GB939196A GB2564861A GB2564861A GB939196A GB 939196 A GB939196 A GB 939196A GB 2564861 A GB2564861 A GB 2564861A GB 2564861 A GB2564861 A GB 2564861A GB 939196 A GB939196 A GB 939196A
Authority
GB
Grant status
Application
Patent type
Prior art keywords
acid
compounds
solution
polymer
ester
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
GB2564861A
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.)
Bayer AG
Original Assignee
Bayer 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.)
Filing date
Publication date

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/83Chemically modified polymers
    • C08G18/86Chemically modified polymers by peroxides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/83Chemically modified polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/83Chemically modified polymers
    • C08G18/84Chemically modified polymers by aldehydes
    • DTEXTILES; PAPER
    • D01NATURAL OR ARTIFICIAL THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/58Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
    • D01F6/70Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S264/00Plastic and nonmetallic article shaping or treating: processes
    • Y10S264/77Processes of molding urethanes

Abstract

In the manufacture of fibres and films having an elastic elongation of 200-800% from polymers prepared in solution by the isocyanate polyaddition process, the spinning solution contains soluble and compatible substances capable of fixing the orientation of the stretched fibres or films, under action of heat and/or radiation, by condensation and/or free radical cross-linking. The polymers are shaped to form fibres or films in known manner, and oriented by stretching and applying heat and/or radiation while in the stretched state. Suitable "souble and compatible compounds" include polyisocyanates such as toluylene diisocyanates, urethdiones, thereof (see Specifications 779,070 and 783,564) 1,5-naphthylene diisocyanate, 4,41-diphenylmethane diisocyanate, thiophosphoric acid-(4,41,411-triphenylester-isocyanate), triphenylmethane-4,41,411-triisocyanate or reaction products of polyhydric alcohols with excess of polyisocyanates. Adducts of polyisocyanates with e.g. phenol, cresol, hydrocyanic acid, bisulphites, acetoacetic ester, malonic ester or acetyl acetone may be used. Sulphurous acid may be added as a stabilizing agent. Other suitable additives are formaldehyde and formaldehyde derivatives such as urotropic, methylal, urea-formaldehyde resins and semi-acetals of formaldehyde; polyols such as ethylene glycol, trimethylolpropane, and polymethylol ethers, e.g. melamine-hexamethylol-methyl ether or a copolymer of methyl methacrylate and methacrylamide-methylol-methyl ether. Further additives are triacryl formal, methylene bisacrylamide, diapoxides of glycols or diphenols, epichlorhydrin or a reaction product of g ,g -diamminopropyl-N-methylamine and diane bis-epoxide. Polyfunctional compounds may be used e.g. ethylmethacrylate-a -isocyanate or mixtures of such compounds. Radical forming substances which may be added include di-tert-butylperoxide, dicumyl peroxide, dibenzoyl peroxide, dichlorobenzoyl peroxide, cumyl peroxide, perbenzoic acid, azo-compounds of the azo-isobutyric acid nitrile type, and Redox systems such as ferric compounds and peroxides. When such radical cross-linking agents are used, the polymer is preferably provided with olefinic double bonds, a -carbonyl activated double bonds, tertiary carbon atoms or active methylene groups. These may be achieved by using in the isocyanate polyaddition process such compounds as butanediol, maleic acid, dihydromuconic acid, acrylic and methacrylic acid diethanolamides, N-acrylicor N-methacrylic acid ethyl ester-N1-bisoxethylurea; oxyethylated dihydroxychalcones, 4,41-dioxethyl-distyryl ketone, (cinnamic acid-p-carboxylic acid-bisoxethyleste), 1,4-phenylene bisacrylic acid oxethyl ester, 4,41-bisoxethyl ether diphenylmethyl methane, 3-methypentane-2,4-diol, butane-1,3-diol, hexane-2,5-diol, 4,41-di-phenylmethane diisocyanate and 4,41-bisoxethyl ether diphenylmethane. Substances containing vinyl or allyl groups may be incorporated into the polymer. The cross-linking of the shaped polymer may be induced by heating, preferably for 5 to 60 mins. at 50 DEG -150 DEG C. or by irradiation with or without heating, from an ultra-violet source or a lamp of high candle-power, for at least 30 secs. Sensitizers such as benzophenone may be added to the polymer solution, which may also include dyestuffs stabilizers and pigments such as titanium dioxide. In an example, a polymer spinning solution made by treating the polyester of adipic acid and ethylene glycol with 4,41-diphenylmethane diisocyanate, and adding solutions of butane-1,4-diol, dimethyl cyclohexylamine, and diethanolamine in methyl ethyl ketone, is modified by incorporating the acetoacetic ester adduct of thiophosphoric acid-(4,41,411-tri-phenylester isocyanate). The solution is spun into hot air, and is then heated on the spool at 120 DEG C. for 30 minutes.
GB2564861A 1960-07-15 1961-07-14 Process for the regulation of the elasticity moduli of highly elastic fibres and films Expired GB939196A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEF0031672 1960-07-15
DEF0039645 1963-05-03

Publications (1)

Publication Number Publication Date
GB939196A true true GB939196A (en) 1963-10-09

Family

ID=25974728

Family Applications (2)

Application Number Title Priority Date Filing Date
GB2564861A Expired GB939196A (en) 1960-07-15 1961-07-14 Process for the regulation of the elasticity moduli of highly elastic fibres and films
GB1825764A Expired GB1015419A (en) 1960-07-15 1964-05-01 A process for the production of highly elastic fibres and films

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB1825764A Expired GB1015419A (en) 1960-07-15 1964-05-01 A process for the production of highly elastic fibres and films

Country Status (3)

Country Link
US (1) US3354251A (en)
DE (2) DE1435445A1 (en)
GB (2) GB939196A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3376369A (en) * 1964-03-13 1968-04-02 Du Pont Process for making molecular oriented fibers of polymerized lactams
US3535415A (en) * 1968-06-27 1970-10-20 Du Pont Production of cross-linked elastomeric yarns by dry spinning

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3531551A (en) * 1967-06-09 1970-09-29 American Cyanamid Co Dielectric curing of spandex
US4364879A (en) * 1978-07-21 1982-12-21 Georg Fischer Aktiengesellschaft Method for forming a coated article including ultra-violet radiation of the coating
DE3840167A1 (en) * 1988-11-29 1990-05-31 Bayer Ag A process for preparing formkoerpern and the method according to this available formkoerper
US5538679A (en) * 1988-11-29 1996-07-23 Bayer Aktiengesellschaft Process of making molded products

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL34979C (en) * 1932-04-16
US2052361A (en) * 1932-06-04 1936-08-25 Pirelli Manufacture of elastic rubber thread, cord, strip, and the like
DE1048408B (en) * 1957-09-13
BE574488A (en) * 1958-01-09
BE576873A (en) * 1958-03-22
DE1072385C2 (en) * 1958-06-20 1960-07-07 Bayer Ag A process for producing resinous, optionally soluble, releasing isocyanate groups on heating polyaddition
BE580827A (en) * 1958-08-18
BE587060A (en) * 1959-02-13
DE1111379B (en) * 1959-07-18 1961-07-20 Bayer Ag A process for the production of elastomers of polyurethane compositions
US3036878A (en) * 1959-09-25 1962-05-29 Globe Mfg Company Polyurethanes
US3047356A (en) * 1959-09-25 1962-07-31 Globe Mfg Company Polyurethanes
US3154611A (en) * 1962-03-30 1964-10-27 Goodrich Co B F Thermal cure of spandex fibers

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3376369A (en) * 1964-03-13 1968-04-02 Du Pont Process for making molecular oriented fibers of polymerized lactams
US3535415A (en) * 1968-06-27 1970-10-20 Du Pont Production of cross-linked elastomeric yarns by dry spinning

Also Published As

Publication number Publication date Type
DE1494593A1 (en) 1970-04-16 application
DE1435445A1 (en) 1968-11-21 application
GB1015419A (en) 1965-12-31 application
US3354251A (en) 1967-11-21 grant

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