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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
  • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
  • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
  • C08G18/7628—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group
  • C08G18/7642—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
  • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
  • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
  • C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
  • C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
  • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
  • C08G18/6633—Compounds of group C08G18/42
  • C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
  • C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
  • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
• • 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
  • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
  • D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
  • D01F6/72—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyureas
• • 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
  • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
  • D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
  • D01F6/92—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyesters

Definitions

• This invention relates to the manufacture of novel synthetic elastomers, and more particularly to such elastome'rs as consist of segmented polyester-urethanes with aliphatic urethane segments and are capable of being melt-spun into filaments.
• patent specification 3,097,- 192 describes 'malr in g polyester-urethaneureas from a polyester, a molar excess of an aromatic diisocyanate and a diamine; the polyester-urethane-ureas can be solution spun into elastic filaments by means of Wet or dry spinning.
• Such elastic polymers comprise segments consisting of a low molecular weight polymer which if fully polymerised so as to constitute a fibre-forming homopolymer would possess a relatively high melting point, together with segments which can similarly be regarded as derived from a fully polymerised homopolymer of relatively low melting point!
• the former segments are frequently called hard segments and the latter soft segments, as, for example, in the article by W. H. Charch and I. C. Shivers entitled Elastomeric Condensation Block Copolymers and to be found in the Textile Research Journal for July 19.59. i
• butanediol-IA the molar excess of diisocyanate to total diol, ranging from 1.1451 to 1.02: 1.
• TheBelgian specification mentions alicyclic and aliphatic diisocyanates such as tetramethylene diisocyanate or hexamethylene diisocyanate but gives no examplesof the use thereof. In fact processes are described wherein a molar excess of diisocyanate isheated with a hydroxylte i ed P l ster and uc ocesse ould be l 9 m With. an.
• polyestersofhigher molecuiar weight yields filaments of iiife'rior properties
• applicants have found that by raising the 'molecular weight of the polyester better values for work recovery and stress decay (as defined below) are obtained.”
• the elastic filamentsof polyesterurethanes derived from aliphatic diisocyanates are distinguished from the elastic filaments of those based on aromatic "diisocyanatesby possessing advantageous properties.
• the former polyester-urethane filaments re ⁇ tain their elastic properties and whiteness to a greater extent when exposed to lig ht than do the latter; moreover the latter became yellow when submitted to bleaching by hot aqueous sodium chlorite and also on ageing, whereas the former do not.
• the degree of resistance to'light and bleaching is determined by means of tests which maybe defined in the following manner.
• the filaments are, Wound on a frame and exposed to light fram a Xenon Arc for 300 hours.
• the elastic properties and colour of the filaments are determined before and after the exposure.
• polyester-urethanes of Belgian patent specification No. 619,994 therefore, not only do the present polyesterurethanes differ in respect of the molecular Weight of the polyester used and the proportion and chemical constitution of the diisocyanate employed, but the elastic filaments made'by' mel pinning the present polyester-urethanes possess superior textile properties.
• Initial modulus By initial modulus of the filaments is meant the quotient obtained by dividing the specific stress by the strain, when the strain is an extension of 1 percent of the original length. (Specific stress is defined at page 138 of the Textile Terms and Definitions, 4th edition, published by the Textile Institute, Manchester, and may be expressed in grams per denier.)
• Elastic recovery of the filaments is expressed by the fraction obtained by dividing the length by which the filaments are extended on the application of a stress thereto, into the length by which they contract on removal of the stress therefrom.
• the fraction is commonly expressed as a percentage.
• the work recovery of the filaments is expressed by the fraction obtained by dividing the energy or work expended in stretching the said filaments by applying a stress thereto into the energy or work recovered when the said filaments retract to their original dimensions on release of the stress.
• the fraction is commonly expressed as a percentage.
• the stress decay of the filaments is expressed by the fraction obtained by dividing the stress necessary to extend the filaments by a selected percentage of their original length, into the stress required to produce the same extension at the end of a selected time, the said extension being maintained constant during the Wholeof the time.
• the fraction is commonly expressed as a percentage.
• Inherent viscosity The inherent viscosity is defined as being twice the natural logarithm of the viscosity at 25 C. of a solution of /2 weight by volume of the polyester-urethane dissolved in meta-cresol, divided by the viscosity of the metacresol at the same temperature.
• Vicat softening point The Vicat Softening Points alluded to have been determined by a penetrometer similar to the apparatus described by Edgar and Ellery at page 2638 of Journal of the Chemical Society 1952.
• the invention consists of a process for the manufacture of synthetic polyester-urethane elastomers capable of being melt-spun into filaments, comprising bringing about by the application of heat an interaction between (1) a diol which is a hydroxyl-terminated linear copolyester derivable from one or more aliphatic or cycloaliphatic glycols having from 2 to 20 carbon atoms, and adipic acid optionally together with one or more other dibasic acids selected from the group consisting of satugoing diols, of an aliphatic or cycloaliphatic diisocyanate having from 4 to 24 carbon atoms, which may optionally contain aromatic nuclei provided the latter are separated from the isocyanate groups by at least one methylene group.
• a diol which is a hydroxyl-terminated linear copolyester derivable from one or more aliphatic or cycloaliphatic glycols having from 2 to 20 carbon atoms
• adipic acid optional
• the hydroxyl-terminated linear copolyester may be prepared from the required glycol and dibasic acid by conventional methods, i.e. by the use of a moderate excess, eg. 10 molar percent of the glycol. In place of the acid the acid chloride may be employed. It is also possible to use the methyl ester of the dibasic acid, that is, to make the polyester by a process of ester interchange but this method requires the use of a catalyst and it is preferred that no catalyst shall have been employed in making the copolyesters used as reagents in the present invention. This is because the presence of even small quantities of catalysts, which are difiicult or impossible to remove, causes discoloration of the polyester-urethane finally obtained. Such discoloration is unacceptable in commercial textile filaments, unless the latter are required to be deeply coloured. It is therefore normally essential to use polyesters in the manufacture of which no catalyst has been employed.
• Aliphatic dials optionally containing arylene groups and cycloaliphatic dials 1,4-butanediol 1,6-hexanediol di 2-hydroxyethy1) -terephthalate di (4-hydroxy-n-butyl) -terephthalate trans-l,4-dihydroxycyclohexane cis-l,4-dihydroxycyclohexane 2,2,4,4-tetramethyl-cyclobutane-1,4-diol 1,4-di(hydroxymethyl)benzene l,4-di(2-hydroxy-n-propyl)-benzene trans-2,5-di(hydroxymethyl)-1,4-dioxan cis-l,4-di(hydroxymethyl)cyclohexane transl ,4-di (hydroxymethyl) cyclohexane l,4-di-beta-hydroxyethoxybenzene 2,2-bis-4-beta-hydroxyethoxypheny
• One method of proceeding is to mix the copolyester diol with the low molecular weight diol, heat the mixture up to, say, 100 C. and add the diisocyanate, whilst the temperature is raised further so that the polyester-urethane formed does not solidify.
• the reaction is preferably carried out under an inert atmosphere, e.g. nitrogen, to prevent oxidation of the polymer occurring. Eificient mechanical mixing of the reagents is highly desirable.
• Another method of proceeding is to add part of the diisocyamate to the copolyester diol.
• the diisocyanate may amount to half or two thirds mole per mole of the copolyester, for instance.
• the low molecular weight diol is then added followed by the remainder of the diisocyanate.
• the low molecular weight diol which provides the hard segment in the present polyester-urethanes is employed, as already stated, in a molar excess over the copolyester diol which provides the soft segment, the molar ratio of the two diols ranging from 2:1 to 20:1.
• the filaments spun from the polyester-urethanes possess the most desirable textile properties, however, when the aforesaid molar ratio is from 3:1 to 9:1.
• Catalyst such as the following may, if desired, be included in the reaction mixture to further the reaction of the diisocyanate.
• polyester-urethane dibutyl stannic dilaurate dimethylcyclohexylamine sodium ethoxide sodium phenate ferric acetylacetonate Moreover the manufacture of the polyester-urethane can be carried out in solution. Suitable solvents for this purpose'are:
• polyester-urethanes can be manufactured in solution and the latter directly spun into filaments by conventional dry or wet spinning methods.
• the solutions of the polyester-urethanes can also be cast into films.
• the textile filaments are, however, preferably made by melt-spinning in which case no solvent is required.
• the filaments can be drawn in the solid state (a process often termed cold drawing) although this is not essential and if the maximum extensibility is required no drawing should be carried out.
• reagents employed in making the present polyesterurethanes there may be included pigments, plasticisers, delustrants or stabilisers.
• polyester-urethanes of this invention preferably possess a molecular weight corresponding to an inherent viscosity of from 0.5 to 1.5.
• the invention includes melt-spinning the above novel synthetic polyester-urethanes into filaments and the filaments so-obtained.
• the latter possess excellent elasticity, and do not discolour when exposed to a Xenon are or bleached with sodium chlorite in accordance with the Light Resistance and Bleaching Resistance Tests hereinbefore defined.
• the filaments likewise possess good elastic recovery and good work recovery, frequently exhibiting an Elastic Recovery from 50% extension of at least and a Work Recovery from 50% extension of at least 75%.
• the filaments are usually submitted to a hot wet treatment, e.g. with boiling water during dyeing or scouring before commercial use and have therefore in the following examples been given a treatment with boiling water before the physical properties were determined in order to obtain more comparable results.
• the present polyester-urethanes are advantageously distinguished from other synthetic elastomers by the ease with which they can be melt-spun into filaments which exhibit no tendency to stick together and consequently do not need dusting with talcum powder. Furthermore these novel polyester-urethane filaments are superior to known elastomeric filaments having similar physical properties in that they do not discolour when submitted to the Light and Bleaching Resistance Tests hereinbefore defined.
• the filaments are suitable for so-called foundation garments such as corsets, in elastic outerwear, for instance sweaters, ski-trousers, also in surgical elastic hosiery and bandages. Other uses comprise woven or knitted swimwear, hosiery, brassieres, and pyjamas.
• the present filaments are likewise adapted for similar widespread application in the form of staple fibres, especially when blended with e.g. wool, cotton, polyhexamethylene adipamide.
• the novel polyester-urethane filaments of this invention may be fabricated into composite elastic yarns by introducing them as continuous filaments together with one or more rovings of staple fibres e.g. polyethylene terephthalate, wool or cotton fibres, into a conventional spinning or drafting frame.
• the present polyesterurethanes can be used in making non-woven fabrics or, blended with wool, for weaving cloth suitable for mens suits.
• Example 1 54.7 parts of a hydroxy-terminated copolyester derived from ethylene and propylene glycols in a molar ratio of 7:3 and adipic acid and having a molecular weight of 1640, are mixed with 14.0 parts of 1,4-butanediol. The mixture is heated for 30 minutes at C. in an atmosphere of nitrogen with continuous stirring.
• the resulting polyester-urethane has an inherent viscosity of 0.59 and a Vicat softening point of C.
• the polyester-urethane is melt-spun at a temperature of -195 C. into 10 filaments of total denier 319.
• the lO-filament yarn after treatment with boiling water has the following properties:
• Example 2 The manufacture of polyester-urethane described in Example 1 is repeated except that the 58.8 parts of copolyester there employed are replaced by 58.8 parts of a hydroxyl-terminated copolyester derived from ethylene glycol and 1,4-butanediol in a molar ratio of 7:3 and adipic acid and having a molecular weight of 1600, the
• the properties of the polyester-urethane obtained are:
• Example 3 Example 1 is repeated except that the reagents therein employed are replaced by the following:
• the copolyester is derived from ethylene glycol together with adipic and succinic acids in a molar proportion of 3 to 1 and has a molecular weight of 1560, 58.7 parts are taken and mixed with 12.2 parts of 1,4-butanediol, 291 parts of hexamethylene diisocyanate are employed (in two equal portions).
• the yarn melt-spun therefrom has after treatment with boiling Water the following properties:
• Example 4 Elastic recovery from 50% extension do 94 Work recovery from 50% extension do 93
• Example 4 Example 3 is repeated except that the copolyester is replaced by 58.4 parts of one derived from ethylene glycol and 1,3-dihydroxy-2,2-dimethylpropane in the molar pro portion of 7 to 3 and adipic acid and has a molecular weight of 1540.
• polyester-urethane The properties of the polyester-urethane are:
• a polyester-urethane elastomer possessing greater extensibility can be obtained by increasing the molecular weight of the copolyester and altering the quantities of reagents as follows:
• the resulting polyester-urethane has an inherent viscosity of 0.85 and a Vicat softening point of 140 C. Its extensibility is 460%.
• Example 5 A polyester-urethane is made in the manner described in Example 1, except that the copolyester is replaced by 58.9 parts of a copolyester derived from ethylene glycol and trimethylene glycol in a molar proportion of 7:3 and adipic acid, and having a molecular weight of 1631. 29.7 parts of hexamethylene diisocyanate are employed.
• the polyester-urethane has an inherent viscosity of 1.03 and a Vicat softening point of 159 C. The polymer is melt-spun into filaments and the latter drawn to three times their original length. The filaments on being extended by 50% exhibit an Elastic Recovery of 99% and a work recovery of 79%.
• Example 6 57.6 parts of the copolyester used in Example 2 are heated to 100 C. under an atmosphere of nitrogen, and 2.6 parts of hexamethylene diisocyanate added during 15 minutes. Efficient stirring is maintained continuously during the manufacture of the polyester-urethane.
• the reaction mixture is heated to C. and maintained thereat for 30 minutes. The temperature is then lowered to 60 C. and 12.2 parts of 1,4-butanediol are added during 10 minutes.
• the mixture is heated to 100 C. during 15 minutes and 25.2 parts of hexamethylene diisocyanate are gradually added during 60 minutes while the temperature is further raised to C. so that the reaction mixture remains molten.
• the temperature is kept at 180 C. for 30 minutes and the polyester-urethane then cooled. Ithas an inherent viscosity of 0.65 and a Vicat softening point of 171.
• the polymer is melt-spun at 169 C. yielding filaments which after drawing to three timestheir original length and boiling in water possess the following properties Stress decay at 25 extension:
• Example 7 57 parts of a hydroxyl-terminated polyester derived from ethylene glycol and 1,3-dihydroxy-2,2-dimethyl propane in the molar ratio of 7 to 3 and adipic acid and having a molecular weight of 1540, are mixed with 18.95 parts of 1,4-di(fl-hydroxyethoxy) benzene at 110 in an atmosphere of nitrogen and stirred for 30 minutes.
• the resulting polyester-urethane has an inherent viscosity of 0.86 and a Vicat softening point of 179.
• the polyester-urethane is melt-spun at 215 and after treatment with boiling water the yarn has the following properties:
• the resulting polyester-urethane has an inherent viscosity of 0.56 and a Vicat softening point of 180.
• the polymer is melt-spun at 203 to give yarn which after treatment with boiling water has the following properties.
• Example 11 The p-xylylene glycol of Example 10 is replaced by 15.7 parts of cis/trans-1,4-di(hydroxymethyl) cyclohexane. The resulting polyester-urethane has an inherent viscosity of 0.59 and a Vicat softening point of 151. It is melt-spun at 182 C. into yarn having good elastic properties.
• Example 12 36 parts of a hydroxyl-terminated polyester derived from ethylene glycol and 1,3-dihydroxy-2,2-dimethylpropane in the molar proportion of 7 to 3 and adipic acid and having a molecular weight of 2028 are mixed with 4.95 parts of butane-1,4-diol at 110 C. in an atmosphere of nitrogen and stirred together for minutes.
• the resulting polyester-urethane has an inherent viscosity of 0.96 and a Vicat softening point of 193 C.
• Example 13 The proportions of the reagents employed in Example 12 are altered to the following:
• the resulting polyester-urethane has an inherent viscosity of 0.50 and a Vicat softening point of 141 C.
• the polymer is melt-spun at 188 C. giving yarn with the following properties:
• Example 15 Percent Elastic recovery from 100% extension 89 Work recovery from 100% extension 56
• Example 15 Percent Elastic recovery from 100% extension 90 Work recovery from extension 55
• Example 16 Example 15 is repeated except that the 17.3 parts of di(4-isocyanato-cyclohexyl)-methane (mixed steric isomers) are replaced by the same quantity of m-Xylylene diisocyanate.
• the resulting polyester-urethane has an inherent viscosity of 0.66 an a Vicat softening point of 127 C.
• Example 17 Example 14 is repeated except that the quantity of butane-1,4-diol is reduced from 4.95 to 3.8 parts and the di(isocyanato-cyclohexyl) methane replaced by 11.2 parts of p-xylylene diisocyanate.
• the resulting polyester-urethane has an inherent viscosity of 0.44 and a Vicat softening point of 174 C.
• An elastomeric filament consisting of a polyester-urethane obtainable by heating together (1) a diol being a hydroxyl-terminated linear copolyester with a number average molecular weight between 1500 and 3500 and being a reaction product of aliphatic and cycloaliphatic glycols having from 2 to 20 carbon atoms and adipic acid optionally together with other dibasic acids selected from the group consisting of saturated aliphatic dibasic acids and aromatic dibasic acids, .(2) from 2 to 20 moles, per mole of the aforesaid polyester diol, of a diol having not more than 20 carbon atoms and selected from the group consisting of aliphatic diols optionally containing arylene groups and cycloaliphatic diols and (3) from 96 to 100 moles, per 100 moles of the total weight of the foregoing diols, of a diisocyanate having from 4 to 24 carbon atoms, selected from the group consisting of

Landscapes

• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• General Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Polyurethanes Or Polyureas (AREA)
• Artificial Filaments (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=9829200

Family Applications (1)

Country Status (7)

Cited By (17)

Families Citing this family (5)

Citations (3)

• 1964
  • 1964-02-20 GB GB7233/64A patent/GB1040365A/en not_active Expired
• 1965
  • 1965-02-01 US US429646A patent/US3357954A/en not_active Expired - Lifetime
  • 1965-02-16 LU LU47993A patent/LU47993A1/xx unknown
  • 1965-02-16 NL NL6501927A patent/NL6501927A/xx unknown
  • 1965-02-18 BE BE659935D patent/BE659935A/xx unknown
  • 1965-02-19 DE DE19651570241 patent/DE1570241B2/de active Pending
  • 1965-02-19 CH CH228365A patent/CH454456A/de unknown

Patent Citations (3)

Also Published As

Similar Documents