US3030224A - Optical bleaches - Google Patents
Optical bleaches Download PDFInfo
- Publication number
- US3030224A US3030224A US25543A US2554360A US3030224A US 3030224 A US3030224 A US 3030224A US 25543 A US25543 A US 25543A US 2554360 A US2554360 A US 2554360A US 3030224 A US3030224 A US 3030224A
- Authority
- US
- United States
- Prior art keywords
- textile
- lophine
- solution
- diphenylimidazole
- methylenedioxyphenyl
- 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
- 230000003287 optical effect Effects 0.000 title claims description 18
- 239000004753 textile Substances 0.000 claims description 36
- 239000000463 material Substances 0.000 claims description 32
- 239000000243 solution Substances 0.000 claims description 24
- RNIPJYFZGXJSDD-UHFFFAOYSA-N 2,4,5-triphenyl-1h-imidazole Chemical compound C1=CC=CC=C1C1=NC(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)N1 RNIPJYFZGXJSDD-UHFFFAOYSA-N 0.000 claims description 20
- UVLQSZPWZTUDFR-UHFFFAOYSA-N 2-(1,3-benzodioxol-5-yl)-4,5-diphenyl-1h-imidazole Chemical compound C1=C2OCOC2=CC=C1C(N1)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 UVLQSZPWZTUDFR-UHFFFAOYSA-N 0.000 claims description 17
- 239000007844 bleaching agent Substances 0.000 claims description 13
- 238000005282 brightening Methods 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 230000000694 effects Effects 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 238000005406 washing Methods 0.000 description 13
- 229920000742 Cotton Polymers 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 238000004900 laundering Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000000007 visual effect Effects 0.000 description 2
- 230000002087 whitening effect Effects 0.000 description 2
- 229920004934 Dacron® Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/614—Optical bleaching or brightening in aqueous solvents
Definitions
- FIPSSQB GR 59039s224 United States Patent This invention relates to optical bleaches.
- the compounds of this invention are particularly suited to use on textile materials.
- Optical bleaches are fluorescent compounds that absorb ultraviolet light and emit visible light. By such action, these compounds improve the shade of both white and colored materials.
- Optical bleaches of this invention are adapted to be added to the material at the time of fabrication, e.g. at the mill in the case of textiles or paper, or at a later time.
- the optical bleach may be added at the time of laundering. If the optical bleach is added during a laundering step, it maybe added either alone or admixed with a detergent or other cleansing agent.
- an optical bleach efiect is obtained by treating a material with 2,4,5-triphenylimidazole (lophine) or 2-(3,4-methylenedioxyphenyl)-4,5-diphenylimidazole in sufiicient quantity so as to cause a fluorescence of visible light when the treated material is subjected to a source of ultraviolet light.
- the invention also encompasses a method of producing a brightening efiect on materials by applying lophine or 2- (3,4-methylenedioxyphenyl)-4,5-diphenylimidazole in the form of a solution to such materials and drying the treated textile materials.
- Particularly suited to the present invention is an aqueous solution of lophine or 2-(3,4- methylenedioxyphenyl) -4,5 -diphenylimidazole.
- solution as used in this application, it is meant to include a dispersion and not to be limited to true solutions.
- optical bleaches of the present invention are preferably utilized in a solution concentration ranging from about 0.0001 to about 0.1% by weight of the solution. Concentrations of less than about 0.0001% do not usually improve textile whiteness and concentrations greater than about 0.1% are presently uneconomical and do not generally noticeably improve the whitening effect on the textile in proportion to the increased amounts of optical bleach in the carrier.
- Example I Test samples of the following textile materials were scoured in the solution of sodium carbonate to remove all finishes which are placed on the'cloth during manufacture:
- the water portion of the washing solution was heated to 140 F.
- the lophine was initially dissolved in a small amount of water made slightly acid with formic acid and then added, along with the deter-- gent, to the wash water. This solution was then transferred to a washing machine and agitated for five minutes. The sample textile 'materials were placed in the washing machine and washed for 30 minutes. The temperature @LHWQH ttuum 3,030,224 Patented Ape-17, 1962 ice
- the procedure of Example I was repeated except 2- (3,4 methylenedioxyphenyl) 4,5 diphenylimidazole was utilized in place of lophine.
- the whitening effect of 2-(3,4-methylenedioxyphenyl)-4,5-diphenylimidazole was particularly noticeable in the cotton percale and the Dacron-cotton samples.
- Example 111 In order to test the wash-retention of lophine on textiles, samples of the textiles listed in Example I were subjected to five repeated washings in wash solutions containing lophine as described in Example I. A control sample of each textile type was then removed and the remainder of the samples subjected to five successive washings such as that described in Example I, except that no brightening agent was added to the washing solution. Comparison samples were taken after the first, second and fifth washings. The respective samples from the various washings were then line dried and visually compared with one another and with the control samples. These comparisons were made under noontime light from a northern skylight. No differences could be determined between the textile samples from the various washings. In all cases the brightness-whiteness characteristics of the washed samples appeared to be as good as the control samples which had been subjected to five successive optical bleach treatments and which had not been subjected to subsequent washing.
- Example IV In order to test the wash-retention of 2-(3,4-methylenedioxyphenyl)-4,5 diphenylimidazole, the procedure of Example III was repeated with the exception that 2-(3,4- methylenedioxyphenyl)-4,5-diphenylimidazole was ultilized as the optical bleach rather than lophine. A visual comparison of samples revealed no noticeable difference in the brightness-whiteness characteristics between the respective samples after the first, second and fifth washings. No visual differences in brightness-whiteness could be determined between the control samples and the textile samples after five successive washings.
- optical bleach materials lophine and 2-(3,4 methylenedioxyphenyl)-4,5-diphenylimidazole, were initially dissolved in a small amount of water made slightly acidic with formic acid.
- the use of a preliminary acid solution may conveniently be omitted.
- a method of producing a brightening effect upon textile materials which comprises treating a textile material with a solution containing an optical bleach selected from the group consisting of lophine and 2-(3,4 methylenedioxyphenyl)-4,5 diphenylimidazole.
- a method of producing a brightening effect upon textile materials which comprises treating a textile material with a solution of lophine.
- a method of producing a brightening eflfect upon textile materials which comprises treating a textile ma terial with a solution of 2-(3,4 methylenedioxyphenyl)- 4,5 diphenylimidazole.
- a method of producing a brightening efiect upon textile materials which comprises treating a textile mater'al with a solution containing between about 0.0001% an about 0.1% by weight of the solution of an optical bleach selected from the group consisting of lophine and 2-(3,4 methylenedioxyphenyl) -4,5 diphenylimidazole.
- a method of producing a brightening effect upon textile materials which comprises treating a textile material with a solution containing between about 0.0001% and 0.1% by weight of lophine.
- a method of producing a brightening effect upon textile materials which comprises treating a textile material with a solution containing between about 0.0001% and 0.1% by weight of 2-(3,4 methylenedioxyphenyl)-4,5 diphenylimidazole.
- a method of producing a brightening effect upon textile materials which comprises treating a textile material with an aqueous solution containing between about 0.0001% and about 0.1% by weight of the solution of an optical bleach selected from the group consisting of lophine and 2-(3,4-methylenedioxyphenyl)-4,5-diphenylimidazole, and allowing the water to evaporate.
- an optical bleach selected from the group consisting of lophine and 2-(3,4-methylenedioxyphenyl)-4,5-diphenylimidazole
- a method of producing a brightening effect upon textile materials which comprises treating a textile material with an aqueous solution of between about 0.000l% and about 0.1% by weight of the solution of lophine and allowing the water to evaporate.
- a method of producing a brightening efiect upon textile materials which comprises treating a textile material with an aqueous solution of between about 0.0001% and about 0.1% by weight of the solution of 2-(3,4 methylenedioxyphenyl)-4,5-diphenylimidazole and allowing the water to evaporate.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Detergent Compositions (AREA)
Description
FIPSSQB GR 59039s224 United States Patent This invention relates to optical bleaches. The compounds of this invention are particularly suited to use on textile materials.
Optical bleaches are fluorescent compounds that absorb ultraviolet light and emit visible light. By such action, these compounds improve the shade of both white and colored materials.
Optical bleaches of this invention are adapted to be added to the material at the time of fabrication, e.g. at the mill in the case of textiles or paper, or at a later time. In the case of textiles, the optical bleach may be added at the time of laundering. If the optical bleach is added during a laundering step, it maybe added either alone or admixed with a detergent or other cleansing agent.
According to the present invention, an optical bleach efiect is obtained by treating a material with 2,4,5-triphenylimidazole (lophine) or 2-(3,4-methylenedioxyphenyl)-4,5-diphenylimidazole in sufiicient quantity so as to cause a fluorescence of visible light when the treated material is subjected to a source of ultraviolet light. The invention also encompasses a method of producing a brightening efiect on materials by applying lophine or 2- (3,4-methylenedioxyphenyl)-4,5-diphenylimidazole in the form of a solution to such materials and drying the treated textile materials. Particularly suited to the present invention is an aqueous solution of lophine or 2-(3,4- methylenedioxyphenyl) -4,5 -diphenylimidazole.
By the term solution, as used in this application, it is meant to include a dispersion and not to be limited to true solutions.
The optical bleaches of the present invention are preferably utilized in a solution concentration ranging from about 0.0001 to about 0.1% by weight of the solution. Concentrations of less than about 0.0001% do not usually improve textile whiteness and concentrations greater than about 0.1% are presently uneconomical and do not generally noticeably improve the whitening effect on the textile in proportion to the increased amounts of optical bleach in the carrier.
The following examples illustrate the invention:
Example I Test samples of the following textile materials were scoured in the solution of sodium carbonate to remove all finishes which are placed on the'cloth during manufacture:
Percale, 180 x 180, 100% cotton Acetate rayon crepe Nylon marquisette Dacron polyester-cotton broadcloth The fabric samples were then washed in a solution composed of 50 grams of detergent that did not initially contain a brightening agent, 0.5 gram of lophine and 17 liters of water.
The water portion of the washing solution was heated to 140 F. In order to facilitate a quick dispersion throughout the washing solution, the lophine was initially dissolved in a small amount of water made slightly acid with formic acid and then added, along with the deter-- gent, to the wash water. This solution was then transferred to a washing machine and agitated for five minutes. The sample textile 'materials were placed in the washing machine and washed for 30 minutes. The temperature @LHWQH ttuum 3,030,224 Patented Ape-17, 1962 ice The procedure of Example I was repeated except 2- (3,4 methylenedioxyphenyl) 4,5 diphenylimidazole was utilized in place of lophine. The whitening effect of 2-(3,4-methylenedioxyphenyl)-4,5-diphenylimidazole was particularly noticeable in the cotton percale and the Dacron-cotton samples.
Example 111 In order to test the wash-retention of lophine on textiles, samples of the textiles listed in Example I were subjected to five repeated washings in wash solutions containing lophine as described in Example I. A control sample of each textile type was then removed and the remainder of the samples subjected to five successive washings such as that described in Example I, except that no brightening agent was added to the washing solution. Comparison samples were taken after the first, second and fifth washings. The respective samples from the various washings were then line dried and visually compared with one another and with the control samples. These comparisons were made under noontime light from a northern skylight. No differences could be determined between the textile samples from the various washings. In all cases the brightness-whiteness characteristics of the washed samples appeared to be as good as the control samples which had been subjected to five successive optical bleach treatments and which had not been subjected to subsequent washing.
Example IV In order to test the wash-retention of 2-(3,4-methylenedioxyphenyl)-4,5 diphenylimidazole, the procedure of Example III was repeated with the exception that 2-(3,4- methylenedioxyphenyl)-4,5-diphenylimidazole was ultilized as the optical bleach rather than lophine. A visual comparison of samples revealed no noticeable difference in the brightness-whiteness characteristics between the respective samples after the first, second and fifth washings. No visual differences in brightness-whiteness could be determined between the control samples and the textile samples after five successive washings.
In the foregoing examples the optical bleach materials, lophine and 2-(3,4 methylenedioxyphenyl)-4,5-diphenylimidazole, were initially dissolved in a small amount of water made slightly acidic with formic acid. In commercial operations wherein the speed of dissolution is not a required characteristic of the optical bleach, the use of a preliminary acid solution may conveniently be omitted.
What is claimed is:
1. A textile material treated with an optical bleach selected from the group consisting of lophine and 2-(3,4 methylenedioxyphenyl)-4,5 diphenylimidazole so as to cause fluorescence in a visible light range when subjected to ultraviolet light. I
2. A textile material treated with lophine so as to cause fluorescence in a visible light range when subjected to ultraviolet light.
3. A textile material treated with 2-(3,4 methylenedioxyphenyl)-4,5 diphenylimidazole so as to cause fluorescence in a visible light range when subjected to ultraviolet light.
4. A method of producing a brightening effect upon textile materials which comprises treating a textile material with a solution containing an optical bleach selected from the group consisting of lophine and 2-(3,4 methylenedioxyphenyl)-4,5 diphenylimidazole.
5. A method of producing a brightening effect upon textile materials which comprises treating a textile material with a solution of lophine.
6. A method of producing a brightening eflfect upon textile materials which comprises treating a textile ma terial with a solution of 2-(3,4 methylenedioxyphenyl)- 4,5 diphenylimidazole.
7;; A method of producing a brightening efiect upon textile materials which comprises treating a textile mater'al with a solution containing between about 0.0001% an about 0.1% by weight of the solution of an optical bleach selected from the group consisting of lophine and 2-(3,4 methylenedioxyphenyl) -4,5 diphenylimidazole.
8. A method of producing a brightening effect upon textile materials which comprises treating a textile material with a solution containing between about 0.0001% and 0.1% by weight of lophine.
9. A method of producing a brightening effect upon textile materials which comprises treating a textile material with a solution containing between about 0.0001% and 0.1% by weight of 2-(3,4 methylenedioxyphenyl)-4,5 diphenylimidazole.
10. A method of producing a brightening effect upon textile materials which comprises treating a textile material with an aqueous solution containing between about 0.0001% and about 0.1% by weight of the solution of an optical bleach selected from the group consisting of lophine and 2-(3,4-methylenedioxyphenyl)-4,5-diphenylimidazole, and allowing the water to evaporate.
11. A method of producing a brightening effect upon textile materials which comprises treating a textile material with an aqueous solution of between about 0.000l% and about 0.1% by weight of the solution of lophine and allowing the water to evaporate.
12. A method of producing a brightening efiect upon textile materials which comprises treating a textile material with an aqueous solution of between about 0.0001% and about 0.1% by weight of the solution of 2-(3,4 methylenedioxyphenyl)-4,5-diphenylimidazole and allowing the water to evaporate.
Claims (1)
10. A METHOD OF PRODUCING A BRIGHTENING EFFECT UPON TEXTILE MATERIAL WHICH COMPRISES TREATING A TEXTILE MATERIAL WITH AN AQUEOUS SOLUTION CONTAINING BETWEEN ABOUT 0.0001% AND ABOUT 0.1% BY WEIGHT OF THE SOLUTION OF AN OPTICAL BLEACH SELECTED FROM THE GROUP CONSISTING OF LOPHINE AND 2-(3,4-METHYLENEDIOXYPHENYL)-4,5-DIPHENYLIMIDAZOLE, AND ALLOWING THE WATER TO EVAPORATE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25543A US3030224A (en) | 1960-04-29 | 1960-04-29 | Optical bleaches |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25543A US3030224A (en) | 1960-04-29 | 1960-04-29 | Optical bleaches |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3030224A true US3030224A (en) | 1962-04-17 |
Family
ID=21826694
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US25543A Expired - Lifetime US3030224A (en) | 1960-04-29 | 1960-04-29 | Optical bleaches |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3030224A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3382086A (en) * | 1964-09-03 | 1968-05-07 | Klopman Mills Inc | Finishing textile fabric |
-
1960
- 1960-04-29 US US25543A patent/US3030224A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3382086A (en) * | 1964-09-03 | 1968-05-07 | Klopman Mills Inc | Finishing textile fabric |
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