US2089413A - Production of novel effects on - Google Patents
Production of novel effects on Download PDFInfo
- Publication number
- 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
- Authority
- US
- United States
- Prior art keywords
- light
- acid
- cotton
- fluorescent
- ultra
- 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 - Lifetime
Links
- 239000004753 textile Substances 0.000 description 40
- 239000002253 acid Substances 0.000 description 32
- 239000000463 material Substances 0.000 description 32
- 229920000742 Cotton Polymers 0.000 description 26
- 210000002268 Wool Anatomy 0.000 description 12
- 238000001228 spectrum Methods 0.000 description 12
- PJANXHGTPQOBST-VAWYXSNFSA-N (E)-Stilbene Chemical class C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- -1 p-aminobenzoylamino Chemical group 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- UKPIWNGOQCLXIR-UHFFFAOYSA-N NC1=CC=CC(C=CC=2C=CC=CC=2)=C1S(O)(=O)=O Chemical compound NC1=CC=CC(C=CC=2C=CC=CC=2)=C1S(O)(=O)=O UKPIWNGOQCLXIR-UHFFFAOYSA-N 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000010446 mirabilite Substances 0.000 description 4
- 125000000542 sulfonic acid group Chemical group 0.000 description 4
- UPKAWFACSJWKND-ZXFFUEEESA-J tetrasodium;(6E)-4-amino-6-[[4-[4-[(2Z)-2-(8-amino-1-oxo-5,7-disulfonatonaphthalen-2-ylidene)hydrazinyl]-3-methoxyphenyl]-2-methoxyphenyl]hydrazinylidene]-5-oxonaphthalene-1,3-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C\1=CC2=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C(N)=C2C(=O)C/1=N/NC(C(OC)=C1)=CC=C1C1=CC=C(N\N=C\2C(C3=C(N)C(=CC(=C3C=C/2)S([O-])(=O)=O)S([O-])(=O)=O)=O)C(OC)=C1 UPKAWFACSJWKND-ZXFFUEEESA-J 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- REJHVSOVQBJEBF-OWOJBTEDSA-N 5-azaniumyl-2-[(E)-2-(4-azaniumyl-2-sulfonatophenyl)ethenyl]benzenesulfonate Chemical compound OS(=O)(=O)C1=CC(N)=CC=C1\C=C\C1=CC=C(N)C=C1S(O)(=O)=O REJHVSOVQBJEBF-OWOJBTEDSA-N 0.000 description 2
- 229920003043 Cellulose fiber Polymers 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 229940046549 textile allergenic extracts Drugs 0.000 description 2
Classifications
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating 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
- D06M13/325—Amines
- D06M13/335—Amines having an amino group bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
Definitions
- 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.
Publications (1)
Publication Number | Publication Date |
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US2089413A true US2089413A (en) | 1937-08-10 |
Family
ID=3428843
Family Applications (1)
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US2089413D Expired - Lifetime US2089413A (en) | Production of novel effects on |
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Cited By (21)
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 |
-
0
- US US2089413D patent/US2089413A/en not_active Expired - Lifetime
Cited By (22)
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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