Classifications

• • G—PHYSICS
  • G04—HOROLOGY
  • G04C—ELECTROMECHANICAL CLOCKS OR WATCHES
  • G04C3/00—Electromechanical clocks or watches independent of other time-pieces and in which the movement is maintained by electric means
  • G04C3/04—Electromechanical clocks or watches independent of other time-pieces and in which the movement is maintained by electric means wherein movement is regulated by a balance
  • G04C3/06—Electromechanical clocks or watches independent of other time-pieces and in which the movement is maintained by electric means wherein movement is regulated by a balance using electromagnetic coupling between electric power source and balance
  • G04C3/065—Electromechanical clocks or watches independent of other time-pieces and in which the movement is maintained by electric means wherein movement is regulated by a balance using electromagnetic coupling between electric power source and balance the balance controlling gear-train by means of static switches, e.g. transistor circuits
  • G04C3/069—Driving circuits using a single coil for detection and driving purposes
• • 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
  • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
  • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
  • C08G12/40—Chemically modified polycondensates
  • C08G12/42—Chemically modified polycondensates by etherifying
  • C08G12/424—Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
  • C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
  • C08L61/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
  • C08L61/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
• • 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
  • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
• • 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
  • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
  • D06M15/423—Amino-aldehyde resins
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2964—Artificial fiber or filament
  • Y10T428/2965—Cellulosic
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2971—Impregnation
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
  • Y10T442/2369—Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
  • Y10T442/2393—Coating or impregnation provides crease-resistance or wash and wear characteristics
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
  • Y10T442/2549—Coating or impregnation is chemically inert or of stated nonreactance

Definitions

• compositions comprising uron resins and other thermosetting aminoplast resins and in particular, melamine formaldehyde resins.
• compositions which may be readily and conveniently prepared and conveniently finishing equipment.
• a still further object of the present invention is to provide a novel composition of resins, which composition when applied to textile materials, produces an unexpected or synergistic eifect in the minimizing eflects resulting from
• R is a saturated aliphatic group containing from 1 to 4 carbon atoms such as methyl, ethyl, propyl, including normal and isopropyl, and butyl, including normal, iso, and tertiary. Of these, methyl is greatly preferred.
• distillation is but one means of obtaining a uron resin characterized by the quality and purity identified hereinabove and any means whereby a uron resin of comparable characteristics is obtained is contemplated.
• fcrude uron resin refers to uron resin compositions con: taining at least 30% of the compound of Formula I, and in addition, significant amounts of the compound of Formula II, as well as other methylol ureas and alkylated methylol ureas.
• the crude uron resins are acceptable and highly useful in the present invention, they normally do not produce the outstanding results obtained by employing the distilled uron resins.
• the cost of the distilled uron resins is markedly more than those of the crude products because of comparatively low yields and expensive manipulative operations. Therefore, while the distilled uron resins are superior in the combination of the present invention, their economics render them less attractive than the crude uron resins.
• substantially fully methylolated melamine as that term is employed herein, it is meant a product which contains a minimum of about 5.8 moles of combined formaldehyde per mole of melamine and preferably up to 6 combined moles of formaldehyde per mole of melamine.
• substantially fully etherifield or substantially full alkylated as they and their equivalent terms are employed herein, it is meant that at least about 5.6 of the available methylol groups on the melamine have been reacted with a suitable alcohol as for example, methanol, ethanol, various glycols and glycol ethers such as ethylene glycol, diethylene glycol, propylene glycol, either as the principal alkyl'ating alcohol or as an alkylatiug constituent.
• a suitable alcohol as for example, methanol, ethanol, various glycols and glycol ethers such as ethylene glycol, diethylene glycol, propylene glycol, either as the principal alkyl'ating alcohol or as an alkylatiug constituent.
• Substantially fully etherified or substantially fully methylolated melamine resins may in general be prepared by alkylating or etherifying substantially fully methylolated melamines.
• These resins may be prepared by one-kettle" or two-kettle processes, i.e., by methylating or etherifying without isolation of the methylol melamine or bymethylolating, isolating the methylol melamine and then 'etherifying the isolated methylol melamine.
• such resins can be prepared in 4 accordance with the procedure described in US. application Serial No. 732,814, filed May 5, 1958.
• the resin blends of this invention demonstrate a surprising synergistic effect, in that the strength loss due to chlorine retention resulting from the use of the blends is less than the strength loss of the individual components thereof.
• Other resin combinations evaluated would not demonstrate this synergistic efiect. This will be demonstrated hereinafter.
• blends of dimethylol ethylene urea and methylated methylol melamine produced results in no way comparable to those achieved by employing the composition of this invention.
• the melamine formaldehyde resins of this invention may be those prepared in accordance with the disclosure of U.S. Patent 2,529,856 and may contain a varyingnumber of methylol groups (i.e. combined formaldehyde) of from between 3 and 6 groups and may be etherified or alkylated up to the degree of methylolation.
• a trimethylol melamine may be alkylated with up to 3 moles of a suitable alcohol, though it is not essential that full etherification be present.
• the numberous alkylated methylol melamines contemplated by this invention those characterized as being partially or substantially fully etherified, substantially fully methylolated melamine resins are greatly preferred.
• the relative amounts of uron resin and melamine resin employed in the composition of this invention depend to some extent on whether crude or distilled uron resin is employed and the type of melamine formaldehyde resin used. Still further, it may depend upon whether the melamine formaldehyde resin component also contains a resinous material such as dimethylol ethylene urea in significant amount. Generally, larger amounts of the melamine resin are required with crude uron resin than with the distilled uron resin. Also, larger amounts of the melamine resin are required when it is mixed with another resin such as dimethylol ethylene urea. Thus, the effect of the presence of a third resinous component in the composition should be carefully balanced so that the good effects that may be achieved from its presence do not adversely detract from the synergism produced by the combination of this invention.
• the uron resin component should comprise from to 5 parts and the melamine component from 5 to 95 parts.
• the uron resin component is present in amounts of from between 65 to 95 parts and the melamine component is present in amounts of from between 35 and 5 parts.
• the resin composition of this invention may be applied to cellulosic textile material and, preferably, cotton fabric by any of the well known techniques as for example, spraying, dipping, immersing, padding and the like in such amounts as to apply from between 1 and about 25% and in some instances, higher amounts of the composition of this invention, based on the dry weight of the fabric.
• the amount of resin applied depends on the particular type of fabric being treated. Thus, in treating fabric consisting of cotton fibers, the concentration of from 1 to about 25% and, preferably, from between 3 and 10% resin solids based on the dry weight of the fabric are utilized.
• the resinous composition is applied with a curing catalyst or accelerator.
• the catalyst utilized may be free acid, acid salts, alkanolamine salts, metal salts and the like.
• concentration of catalyst employed may range from about 0.1 to about 25% or higher, based on the weight of the resin solids, depending upon the particular catalyst type employed.
• a free acid such as phosphoric, tartaric, oxalic or the like
• ammonium chloride amounts of from between 0.5 and about 10% are used.
• amine salts including alkanolamine salts, such as diethanolamine hydrochloride, from about 1.0 to
• ddsie about are most useful, while with respect to salts such as magnesium chloride, zinc chloride, zinc nitrate, and aluminum chloride, amounts of between about 5 and have been sucessfully employed. In all instances, the concentration of the catalyst is based on the weight of the resin solids employed.
• the material is subject to drying and curing operations to etfect the properties of shrinkage control and wrinkle resistance.
• the drying and curing operation may be carried out in a single step or in separate steps.
• the temperatures at which the drying and curing operations are eflective vary widely and are influenced to some extent by the type of catalyst employed. Normally, the range of temperature extends from about 180 F. to about 450 F. or even higher.
• the time of the drying and/or curing operation is inversely proportional to the temperature employed, and of course is influenced by whether or not separate or combined drying and curing steps are employed.
• a time of from about 1 minute to about 10 minutes may be employed at temperatures from about 450 to 250 F., respectively.
• curing times of the order of 5 minutes to about A minute at a temperature of from between 250 and 450 F., respectively, have been successfully employed.
• the residue was dissolved in 2400 parts of chloroform and the solution was filtered. The solution was then concentrated in vacuo to an internal temperature of .90" C. The residue, amounting to 705 parts, was crude uron resin and contained about by weight of uron.
• EXAMPLE 2 Preparation of Distilled Uron Resin A mixture of 60 parts (1.0 mole) of urea, 345 parts (4.26 moles) of 37% formalin and 9.2 parts of barium hydroxide octahydrate was stirred at 94 C. for 10 minutes. After concentrating in vacuo in a steam bath, the viscous residue was dissolved in 800 parts of methanol, and 11 parts of concentrated hydrochloric acid were added. When the solution had been stirred at room temperature for 15 minutes, the pH was adjusted to 8.0 with 9.0 parts of barium hydroxide octahydrate, and the solution was concentrated in vacuo on a steam bath. The viscous residue was mixed with 1490 parts of chloroform and the mixture was filtered.
• Resin B substantially fully methylated, substantially fully methylolated melamine.
• Pad baths were prepared containing 6.25% total resin solids of Resins A and B, alone or in blends at /25, 50/50 and 25/75 solids ratios, respectively.
• the pad baths also contained 12% of magnesium chloride based on the resin solids in the bath.
• Five percent resin solids on the weight of the fabric were applied to x 80 cotton percale using an 80% Wet pick-up. Fabrics were dried at 225 F. for 1 minute and cured at 350 F. for 1.5 minutes.
• the wrinkle recovery was measured on a Monsanto wrinkle recovery tester following the tentative test method 66-1956 described on page 158 of the 1957 Technical Manual and Yearbook of the American Association of Textile Chemists and Colori'sts, vol. 33.
• the chlorine retention test was carried out by tentative test method No. 69-1952 described on page 121 of the above reference.
• the tensile strength being measured on a Scott tester according to ASTM standards.
• the yellowness index was calculated by the equation:
• Yellowness index 70 1
• R and R are reflectance values obtained on a recording spectrophotometegusing a magnesium carbonate block as a'reference standard, at the wavelengths of 455 millimicrons and 577 millimicrons, respectively.
• the sour washes were done in a Najort washer using 75 liters of water, 11 g. of a synthetic detergent, 0.01% available chlorine, 6-lb. load of cloth and a wash cycle of 20 minutes at 160 F. This was followed by a clear rinse of 10 minutes at 140 F., a second clear rinse of 5 minutes at 120 F., and a final sour rinse of 5 minutes at 120 F. with 4.5 g. of zinc silicofluoride in the rinse water. The cloth was tumble dried before the yellowness test.
• Resin B substantially fully methylated, substantially fully methylolated melamine.
• Pad baths were prepared containing 6.25% total resin solids of Resin A (distilled or crude) and Resin B, alone or in blends of 95/5, 85/15 and 75/25 solids ratios, with Resin A distilled and crude respectively.
• the pad baths also contained 12% of magnesium chloride based on the resin solids in the bath.
• Five percent resin solids on the weight of the fabric were applied to 80 x 80 cotton percale using an 80% Wet pick-up. The fabrics were dried at 225 F. for 1 minute and cured at 350 F. for 1.5 minutes.
• Example 3 The tests and washes were carried but as described in Example 3. The results of the tests are shown in Table II. The calculated values under percent loss tensile streng are calculated from the values found for 100% uron resin and 100% of the melamine resin.
• Resin B MMU 100 0 82 81 5 78 S3 79 84 85 15 70 78 71 88 75 25 62 72 63 S3 0 I 9 Resin A Resin distilled MMM Resin A Resin crude MMM 100 0 68 70 95 5 65 60 70 73 85 15 58 45 69 68 75 25 52 28 68 69 0 100 4 63 Untreated fabrie.- 5 0 1 Calculated from the values for the 100% resins.
• Table III demonstrates that the improved results with respect to resistance to chlorine retention are peculiar to combinations of melamine and uron resins.
• Resin B substantially fully methylated, substantially fully methylolated melamine.
• Resin C dimethylol ethylene urea plus equal molar amount of a substantially fully etherified fully methylolated melamine resin.
• Pad baths were prepared containing 6.25% total resin solids of Resins A, B and C alone and as blends of Resin A with Resins B and C at 75/25 and 50/50 solids ratio, respectively.
• the pad baths also contain 12% of magnesium chloride based on the resin solids in the bath.
• Five percent resin solids on the weight of the fabric were applied to 80 x 80 cotton percale using an 80% wet pick-up. The fabrics were dried at 225 F. for one minute and cured at 350 F. for 1 /2 minutes.
• One of the principal advantages of the blends of this invention is that finishes obtained therewith have improved durability to sour washes, with respect to the durability obtained with either of the components alone.
• Uron resins were applied in blends with various melamine resins to cotton percale so as to apply 5% total resin solids employing 12% magnesium chloride accelerator on the weight of resin solid.
• the treated fabrics were cured for 1 /2 minutes at 350 F.
• the various resins and their relative weight ratios in the blends employed are set forth in Table V hereinbelow.
• the sour washes referred to are described in Example 3.
• the resinous composition of the present invention may be employed with other textile finishing resins, either thermosetting or thermoplastic, to improve the durability of such finishes or to modify the hand or other characteristics of the finished fabric.
• the resinous product of this invention may be employed with other aminoplast textile finishing resins such as urea-formaldehyde resins, thiourea-formaldehyde resins, various cyclic ureas, as for example, 1,2-propylene ureaformaldehyde resins, 1,3-propylene urea-formaldehyde resins and their corresponding thioureas, guanamineformaldehyde resins and the alkylated derivatives of these materials.
• epoxy resins such as diglycidyl ether, the diglycidyl ether of ethylene glycol, and other polyglycidyl ethers of polyhydric alcohols having an epoxy equivalency greater than 1, such as are disclosed in US. Patent 2,730,427 and 2,752,269, may also be employed.
• thermoplastic resins which may be mentioned are honropolymers and copolymers of lower alkyl acrylates, such as methyl acrylates, ethyl acrylates, methyl methacrylates, butyl methacrylates or copolymers of these or their equivalents with styrenes, including ring and chain substituted styrenes, acrylonitrile, polyvinyl chloride, and the like.
• the resinous mixture of this invention may be employed with softeners, stiffeners, lubricants, dicyandiamide and other conventional treating bath components.
• a water soluble composition of matter comprising uron resin and an etherified methylol melamine in relative weight ratios per 100 parts by weight of resin solids of fromto 5 parts of uron resin and from 5 to 95 parts of melamine resin.
• composition according to claim 1 in which the uron resin is a distilled uron resin.
• composition according to claim 1 in which the uron resin is a crude uron resin is a crude uron resin.
• composition according to claim 1 in which the components are present in relative weight ratios of between about 65 to 95 parts of uron resin component to 35 to 5 parts of the melamine resin component.
• composition according to claim 1 in which the alkylated methylol melamine is an at least partially etherified and substantially fully methylolated melamine.
• a process for finishing cellulose textile material whereby a wrinkle resistant finish resistant to the degradative effects of retained chlorine which comprises applying thereto a composition comprising a uron resin and an etherified methylol melamine in relative weight ratios per parts by weight of said resin solids of from 95 to 5 parts of uron resin and from 5 to 95 parts of melamine resin, and curing the resin finish by the action of an accelerator and heat.
• etherified methylol melamine is an at least partially etherified substantially fully methylolated melamine.
• Cellulose containing textile material characterized by a wrinkle resistant finish, resistant to the degradative effects of retained chlorine, said finish comprising a composition containing a uron resin and an etherified methylol melamine in relative weight ratios per 100 parts by weight of said resin solids of from 95 to 5 parts of uron resin and from 5 to 95 parts of melamine resin cured with an accelerator and heat.
• Cellulose containing textile material according to claim 13 in which the components are present in relative weight ratios of between about 65 to 95 parts of uron resin component to about 35 to 5 parts of melamine resin component.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• Organic Chemistry (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Health & Medical Sciences (AREA)
• Textile Engineering (AREA)
• Physics & Mathematics (AREA)
• General Chemical & Material Sciences (AREA)
• Electromagnetism (AREA)
• Power Engineering (AREA)
• General Physics & Mathematics (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Compositions Of Macromolecular Compounds (AREA)

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Cited By (11)

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Citations (3)

• 0
  • NL NL257568D patent/NL257568A/xx unknown
  • BE BE596797D patent/BE596797A/xx unknown
• 1959
  • 1959-11-05 US US85100859 patent/US3063869A/en not_active Expired - Lifetime
• 1960
  • 1960-10-25 GB GB3655260A patent/GB909663A/en not_active Expired
  • 1960-11-03 NL NL257568A patent/NL141590B/xx unknown
  • 1960-11-04 DE DE19601419364 patent/DE1419364A1/de active Pending
  • 1960-11-04 CH CH831861A patent/CH400086A/de unknown
  • 1960-11-04 CH CH1237160A patent/CH379460A/de unknown

Patent Citations (3)

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