US2089413A - Production of novel effects on - Google Patents

Production of novel effects on Download PDF

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US2089413A
US2089413A US2089413DA US2089413A US 2089413 A US2089413 A US 2089413A US 2089413D A US2089413D A US 2089413DA US 2089413 A US2089413 A US 2089413A
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light
acid
cotton
fluorescent
ultra
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/325Amines
    • D06M13/335Amines having an amino group bound to a carbon atom of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L97/00Compositions of lignin-containing materials
    • C08L97/02Lignocellulosic material, e.g. wood, straw or bagasse

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  • This invention relates to textile materials and a process of obtaining fluorescent effects thereon.
  • the intensity of the fluorescent effect may vary 30 according to the nature of the stilbene derivative
  • stilbene-2:2'-disulfonic acid calculated on the 55 weight of fiber, is applied to cotton yarn from an aqueous bath containing 20% of Glauber salt.
  • the usual methods of dyeing cotton with direct dyestuffs are followed.
  • the temperature is kept at 8045" C. After forty-five minutes at this temperature, the yarn is lifted out, rinsed in water and dried. It then shows, a fine pale bluish fluorescence when illuminated by ultraviolet light, but in daylight it has the appearance of undyed bleached cotton.
  • Emmple II Cotton yarn is dyed as described in Example I with 1% of the direct cotton dyestuff known as Chlorazol Sky Blue FF (Color Index No. 518), together with 0.25% of 4:4'-di(p-aminobenzoylamino) -stilbene-2:2'-disulfonic acid.
  • Chlorazol Sky Blue FF Color Index No. 518
  • the fabric so obtained has the normal shade of a fabric dyed with Chlorazol Sky Blue FF in daylight, but it is different in that it is brilliantly visible when illuminated by ultra-violet light, a rich blue shade being seen.
  • Any suitable source of ultra-violet light may be employed, as, for example, a mercury vapor lamp.
  • the invention is useful in obtaining spectacular stage effects. While it has heretofore been proposed to produce fluorescent effects on textiles, the possibilities have been limited to the use of already colored textiles in the coloring of which otherwise unsatisfactory or not very satisfactory dyestuffs have been used.
  • the present invention makes it possible to obtain colored fluorescent effects on materials which in daylight have the appearance of undyed bleached cotton (compare Example I). It is also possible by this invention to obtain fluorescent effects on materials which are colored when viewed by daylight and wherein the coloring is effected with a light-fast dye (compare Example 11)
  • aminostilbene sulfonic acid as herein employed, we mean to include stilbene compounds containing free amino groups and/or substituted amino groups such as, for instance.
  • a textile material containing a suflicient amount of 4:4'-dibenzoyldiaminostilbene-2:2- disulionic acid to be fluorescent when subjected to ultra-violet light in the substantial absence of light in the visible portion of the spectrum.
  • a textile material containing a suflicient amount of 4:4'-di(p-aminobenzoylamino)-stilbene-2:2-disulionic acid to be fluorescentwhen subjected to ultra-violet light in the substantial absence or light in the visible portion of the spectrum.
  • a textile material containing a sufllcient amount of 4:4'-di(aminobenzoyiamino) -3:3'-disulionic acid to be fluorescent when subjected to ultra-violet light in the substantial absence of light in the visible portion oi. the spectrum.
  • a celluiosic textile material containing about 0.5% to about 3% oi 4:4'-d1benzoyldiaminostilbene-2:2'-disulionic acid.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Description

Patented Aug. 10, 1937 TEXT ILES
Cliflord Paine, Jack Augustus Badley, and Leslie Paige Rengell, Blackley, Manchester, England, assignors to Imperial Chemical Industries Limited, a corporation of Great Britain No Drawing. Application July 15, 1935, Serial No.
31,522. In Great Britain July 18, 1934 9' Claims.
This invention relates to textile materials and a process of obtaining fluorescent effects thereon.
It is an object of the invention to produce novel effects on textiles whereby textiles although colorless when illuminated by ordinary light are given the property of fluorescing when illumihated by ultra-violet light. A' further object is to provide a process of producing valuable fluorescent properties on colored textiles dyed with light-fast dyestufis. An additional object is to produce new and improved textile materials which are colorless when viewed by ordinary light but give a colored fluorescence when illuminated by a source of relatively pure ultra-violet light. Other objects will appear hereinafter.
According to the invention, we obtain fluorescent efiects by subjecting a material to which has been applied a stilbene derivative, preferably an aminostilbene sulfonic acid, to a source of relatively pure ultra-violet light. The stilbene derivative may be applied to the textile material by the methods generally used for applying acid wool or direct cotton dyestuffs to textiles. For instance, we may apply to a textile fabric 4:4-
5 dibenzoyldiaminostilbene-Z:2'-disulfonic acid or a substitution derivative thereof, e. g., the p.p'-, diamino derivative. v
In practicing the invention we have found that the intensity of the fluorescent effect may vary 30 according to the nature of the stilbene derivative,
the amount thereof and the type of textile material. Thus, we flnd that when 4:4-dibenzoyldiaminostilbene-2:2'-disulfonic acid is applied to cotton, 9. fluorescent eflect is obtained when 0.5%
35 (on the weight of cotton) is used, and up to 3% may usefully be applied to cotton and other cellulose fibers, whilst on wool and animal flbers generally this compound has a very feeble effect. The compound 4:4'-di-p-aminobenzoyldiamino- 4o stilbene-2:2'-disulfonic acid gives on cotton a maximum fluorescent effect at about 0.1%. When as much as 5% is used, the fluorescence disappears. On wool and silk, however, up to 10% may be used but the fluorescence does not 45 vary in simple ratio with the amount of compound applied.
The invention is particularly valuable where cotton textiles are concerned, as will be seen from the following illustrative but not limitative ex- 50 amples.
stilbene-2:2'-disulfonic acid, calculated on the 55 weight of fiber, is applied to cotton yarn from an aqueous bath containing 20% of Glauber salt. The usual methods of dyeing cotton with direct dyestuffs are followed. The temperature is kept at 8045" C. After forty-five minutes at this temperature, the yarn is lifted out, rinsed in water and dried. It then shows, a fine pale bluish fluorescence when illuminated by ultraviolet light, but in daylight it has the appearance of undyed bleached cotton.
Emmple II Cotton yarn is dyed as described in Example I with 1% of the direct cotton dyestuff known as Chlorazol Sky Blue FF (Color Index No. 518), together with 0.25% of 4:4'-di(p-aminobenzoylamino) -stilbene-2:2'-disulfonic acid.
The fabric so obtained has the normal shade of a fabric dyed with Chlorazol Sky Blue FF in daylight, but it is different in that it is brilliantly visible when illuminated by ultra-violet light, a rich blue shade being seen.
Example III Woolen yarn is boiled for one hour in a liquor (50 parts to 1 part of wool) containing 0.5% of 4 4 -di aminobenzoylamino) -stilbene-3 3 '-disulionic acid, calculated on the weight of yarn, and also 5% of acetic acid and 10% of Glaubers salt as is customary in dyeing some acid and direct dyestuffs or wool. The yarn is mixed in water and dried. When viewed in daylight, it has the normal appearance of scoured wool but it shows strong fluorescence when illuminated by ultraviolet light.
Any suitable source of ultra-violet light may be employed, as, for example, a mercury vapor lamp.
The invention is useful in obtaining spectacular stage effects. While it has heretofore been proposed to produce fluorescent effects on textiles, the possibilities have been limited to the use of already colored textiles in the coloring of which otherwise unsatisfactory or not very satisfactory dyestuffs have been used. The present invention makes it possible to obtain colored fluorescent effects on materials which in daylight have the appearance of undyed bleached cotton (compare Example I). It is also possible by this invention to obtain fluorescent effects on materials which are colored when viewed by daylight and wherein the coloring is effected with a light-fast dye (compare Example 11) By the expression aminostilbene sulfonic acid as herein employed, we mean to include stilbene compounds containing free amino groups and/or substituted amino groups such as, for instance.
acetylamino, benzoylamino and the like. welalso mean to include compounds containing a single sulfonic acid group or a plurality of sulfonic acid groups.
As many apparently widely diflerent embodiments of this invention may be made without departing from the spirit and scope thereof, it is to be understood that we do not limit ourselves to the specific embodiments thereof except as defined in the appended claims.
We claim:
1. A textile material containing a suilicient amount of an aminostilbene-sulionic acid to be 16 fluorescent when subjected to ultra-violet light in the substantial absence or light in the visible portion of the spectrum.
2. A textile material containing a suflicient amount 01' a diaminostilbene-disulfonic acid to be 20 fluorescent when subjected to ultra-violet light in the substantial absence of light in the'visible portion of the spectrum.
3. A textile material containing a suflicient amount of a dibenzoyldiaminostilbene-disulionic 2 acid to be fluorescent when subjected to ultraviolet light in the substantial absence of light in the visible portion of the spectrum.
4. A textile material containing a suflicient amount of 4:4'-dibenzoyldiaminostilbene-2:2- disulionic acid to be fluorescent when subjected to ultra-violet light in the substantial absence of light in the visible portion of the spectrum.
5. A textile material containing a suflicient amount of 4:4'-di(p-aminobenzoylamino)-stilbene-2:2-disulionic acid to be fluorescentwhen subjected to ultra-violet light in the substantial absence or light in the visible portion of the spectrum.
6. A textile material containing a sufllcient amount of 4:4'-di(aminobenzoyiamino) -3:3'-disulionic acid to be fluorescent when subjected to ultra-violet light in the substantial absence of light in the visible portion oi. the spectrum.
7. A celluiosic textile material containing about 0.5% to about 3% oi 4:4'-d1benzoyldiaminostilbene-2:2'-disulionic acid.
,8. A cotton material containing about 3% of 4 4'-dibenzoyldiaminostilbene-2 2'-disulfonic acid.
9. A cotton material containing about 0.1% to about 0.25% of 4:4'-di(p-aminobenzoylamino)- stilbene-2 2'-disulfonic acid.
CLIFFORD PAINE. JACK AUGUSTUS RADLEY. LESLIE PAIGE RENDELL.
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Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2424778A (en) * 1943-05-20 1947-07-29 Lever Brothers Ltd Composition for and method of whitening textiles with a blue fluorescent material and ultramarine
US2433939A (en) * 1942-11-04 1948-01-06 Celanese Corp Fluorescent-dyed cellulose acetate fabric
US2457838A (en) * 1946-05-04 1949-01-04 Celanese Corp Fluorescent cellulose acetate filaments
US2528323A (en) * 1950-10-31 Method of treating textile mate
US2528324A (en) * 1945-04-12 1950-10-31 Lever Brothers Ltd Method of treating paper and the resulting products
US2590485A (en) * 1939-06-02 1952-03-25 Lever Brothers Ltd Process of treating yellowish or off-white materials to obtain a white appearance using umbelliferone or methyl umbelliferone
US2606809A (en) * 1942-02-13 1952-08-12 Joseph L Switzer Daylight-fluorescent textiles
US2623064A (en) * 1950-11-03 1952-12-23 Gen Aniline & Film Corp Fluorescent agents
US2624710A (en) * 1945-04-12 1953-01-06 Lever Brothers Ltd Composition for laundering textiles and for imparting a whitening effect thereon
DE752677C (en) * 1940-03-03 1953-05-26 Ig Farbenindustrie Ag Process for finishing textile fabrics
US2643197A (en) * 1947-04-03 1953-06-23 Lever Brothers Ltd Fluorescent alkoxy benzoyl derivatives of 4,4' diamino stilbene-2,2' disulfonic acidand detergent compositions containing same
US2716081A (en) * 1951-11-19 1955-08-23 Du Pont Fluorescent screens
US2716082A (en) * 1951-11-19 1955-08-23 Du Pont Fluorescent screens
US2876130A (en) * 1955-12-21 1959-03-03 Palco Chemical Company Process for brightening suede
DE972067C (en) * 1941-02-18 1959-05-14 Agfa Ag Process for increasing the whiteness of photographic reflective images
DE977141C (en) * 1941-01-15 1965-04-01 Bayer Ag Use of detergents containing fluorescent compounds
US3661106A (en) * 1969-08-21 1972-05-09 Oxford Industries Garment parts with detectable stitching
US4399849A (en) * 1981-07-09 1983-08-23 Nowakowski Karol L Quality control process
US4725316A (en) * 1985-04-09 1988-02-16 Eldon Enterprises Ltd. Color compositions and method
US5124149A (en) * 1990-11-07 1992-06-23 The United States Of America As Represented By The Secretary Of Agriculture Compositions and methods for biocontrol using fluorescent brighteners
US20030192137A1 (en) * 2000-07-20 2003-10-16 Fabienne Cuesta Method for the fluorescent whitening of cotton

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2528323A (en) * 1950-10-31 Method of treating textile mate
US2590485A (en) * 1939-06-02 1952-03-25 Lever Brothers Ltd Process of treating yellowish or off-white materials to obtain a white appearance using umbelliferone or methyl umbelliferone
DE752677C (en) * 1940-03-03 1953-05-26 Ig Farbenindustrie Ag Process for finishing textile fabrics
DE977141C (en) * 1941-01-15 1965-04-01 Bayer Ag Use of detergents containing fluorescent compounds
DE972067C (en) * 1941-02-18 1959-05-14 Agfa Ag Process for increasing the whiteness of photographic reflective images
US2606809A (en) * 1942-02-13 1952-08-12 Joseph L Switzer Daylight-fluorescent textiles
US2433939A (en) * 1942-11-04 1948-01-06 Celanese Corp Fluorescent-dyed cellulose acetate fabric
US2424778A (en) * 1943-05-20 1947-07-29 Lever Brothers Ltd Composition for and method of whitening textiles with a blue fluorescent material and ultramarine
US2624710A (en) * 1945-04-12 1953-01-06 Lever Brothers Ltd Composition for laundering textiles and for imparting a whitening effect thereon
US2528324A (en) * 1945-04-12 1950-10-31 Lever Brothers Ltd Method of treating paper and the resulting products
US2457838A (en) * 1946-05-04 1949-01-04 Celanese Corp Fluorescent cellulose acetate filaments
US2643197A (en) * 1947-04-03 1953-06-23 Lever Brothers Ltd Fluorescent alkoxy benzoyl derivatives of 4,4' diamino stilbene-2,2' disulfonic acidand detergent compositions containing same
US2623064A (en) * 1950-11-03 1952-12-23 Gen Aniline & Film Corp Fluorescent agents
US2716082A (en) * 1951-11-19 1955-08-23 Du Pont Fluorescent screens
US2716081A (en) * 1951-11-19 1955-08-23 Du Pont Fluorescent screens
US2876130A (en) * 1955-12-21 1959-03-03 Palco Chemical Company Process for brightening suede
US3661106A (en) * 1969-08-21 1972-05-09 Oxford Industries Garment parts with detectable stitching
US4399849A (en) * 1981-07-09 1983-08-23 Nowakowski Karol L Quality control process
US4725316A (en) * 1985-04-09 1988-02-16 Eldon Enterprises Ltd. Color compositions and method
US5124149A (en) * 1990-11-07 1992-06-23 The United States Of America As Represented By The Secretary Of Agriculture Compositions and methods for biocontrol using fluorescent brighteners
US20030192137A1 (en) * 2000-07-20 2003-10-16 Fabienne Cuesta Method for the fluorescent whitening of cotton
US6929667B2 (en) * 2000-07-20 2005-08-16 Ciba Specialty Chemicals Corporation Method for the fluorescent whitening of cotton

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