US1851507A - Process for dyeing cellulose acetate silk in fast black shades - Google Patents
Process for dyeing cellulose acetate silk in fast black shades Download PDFInfo
- Publication number
- US1851507A US1851507A US388635A US38863529A US1851507A US 1851507 A US1851507 A US 1851507A US 388635 A US388635 A US 388635A US 38863529 A US38863529 A US 38863529A US 1851507 A US1851507 A US 1851507A
- Authority
- US
- United States
- Prior art keywords
- cellulose acetate
- silk
- acetate silk
- fast black
- black shades
- 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
- 229920002301 cellulose acetate Polymers 0.000 title description 14
- 238000000034 method Methods 0.000 title description 6
- 238000004043 dyeing Methods 0.000 title description 5
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 13
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- -1 alkalis Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 101000768061 Escherichia phage P1 Antirepressor protein 1 Proteins 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000001246 colloidal dispersion Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/32—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using oxidation dyes
-
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/921—Cellulose ester or ether
Definitions
- nitrous acid on cellulose acetate silk containing alpha-naphthylarnine is :6 largely dependent on the concentration, acidity, and temperature of the nitrous acid solution. Under certain conditions, particularly when the concentration of the nitrous acid is very small or the acidity of the solution is low, a brownish black shade results. But
- a yarn having more twist will require a stronger solution if it is to penetrate the yarn in the same time as a yarn having less twist or if the same concentration isem ployed the'penetration will require a longer time.
- the strength of the nitrous acid solution and/or the length of time for penetration grams naphthylamine will depend both on the-twist the yarn Example One gram of alpha-naphthylamine is dissolved in 5 grams of warm oleic acid and the resulting solution diluted with 150 c. c. of warm water containing a" small amountof ammonia. silk areimmersed in this solution at a temperature of thoroughly washed with warm immersed for.
- the black igment formed within the cellulose acetate bres by the process hereinbefore described has the character of an oxidation product of alpha naphthylamine in which a number of naphthalene residues are linked together by means of imino groups.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Coloring (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Description
Patented Mar. 29, 1932 ARGHIBALD JOHN HALL, or conenn'ron, .nnennnn, assmma m bi srnrnes BLEACHING & DYEING coiurnnvmrnrrnnson ,conennmon, .nner snn PROCESS non DYEING cnLLULosn Acnrn'rn s nk in res n BLACK 1% Drawing. Application filed August 2c, 1929, Serial No..3 88;635',;ant1.in emeaejfnneaiafdctaber 2.19281 V This invention relates to the dyeing of black shades of exceptional fastness on cellu-. lose acetate silk.
I have discovered, and this discovery forms the basis of this invention, that when cellulose acetate silk treated with solutions or colloidal dispersions of alpha-naphthylamine so as to absorb the alpha-naphthylamine is atterwards treated with solutions containing nitrous acid, the silk develops a deep black shade which has outstanding fastness to light, washing, rubbing, acids, alkalis, oxidizing and reducing agents.
I am aware that black shades may be produced on cellulose acetate silk by dyeing it with a suitable amino compound and then diazotizing with nitrous acid and coupling with a suitable naphthol such as beta-oxynaphthoic acid, but my invention diiiers entirely from such methods and the black resulting from our invention is much faster and cheaper to produce.
The action of nitrous acid on cellulose acetate silk containing alpha-naphthylarnine is :6 largely dependent on the concentration, acidity, and temperature of the nitrous acid solution. Under certain conditions, particularly when the concentration of the nitrous acid is very small or the acidity of the solution is low, a brownish black shade results. But
provided suitable conditions are employed the resulting black shade has a very pleasing tone.
I find that a satisfactory black shade is 85 produced when the action of the nitrous acid is nearly complete in from 5 to 10 minutes but it is to be understood that the length of time in which the cellulose acetate silk 7 should be immersed in the nitrous acid solution and/or the strength or" such solution depends upon the nature of the cellulose ac-. Thus in the case of" 'etate silk material.
yarn, a yarn having more twist will require a stronger solution if it is to penetrate the yarn in the same time as a yarn having less twist or if the same concentration isem ployed the'penetration will require a longer time. Similar in a woven or knitted fabric the strength of the nitrous acid solution and/or the length of time for penetration grams naphthylamine will depend both on the-twist the yarn Example One gram of alpha-naphthylamine is dissolved in 5 grams of warm oleic acid and the resulting solution diluted with 150 c. c. of warm water containing a" small amountof ammonia. silk areimmersed in this solution at a temperature of thoroughly washed with warm immersed for. 5'to 10 minutes in a solution ata temperature 0 containing 1 gram of sodium nitrite and 5 of sulphuric acid per c. c. The cellulose acetate silk thereby acquires a deep water, and c, c. of
black shade and is afterwards, rinsed, soaped, rinsed and dried.
It is believed that the black igment formed within the cellulose acetate bres by the process hereinbefore described has the character of an oxidation product of alpha naphthylamine in which a number of naphthalene residues are linked together by means of imino groups.
be clearly understood that the conditions stated therein are byway for applying my inven- Five grams of cellulose acetate C. for one hour, then What I cla m as invention and desire" to protect by Letters Patent is -1. Process for producing black shadeson I cellulose acetate silk which consists in first treating the cellulose acetate silk with alpha so that the latter will'be ab sorbed by the silk and subsequently treating the silk'with nitrous acid for the development'of a black shade thereon.
2. Process cellulose acetate silk silk containing absorbed alpha-naphthylfor producing black shades ony I which consists in first. V treating the cellulose acetate silk with colloir dal dispersions of alpha-naphthylamineso,
absorbed by theisilk silk with nitrous aclddor the development of a black treating cellulose acetate 1 cellulose acetate silk which consists in forming an oxidation product of alpha-naphthylamine ithin thecellulose acetatefibres by the action of nitrous acid on alpha-naphthylamine, v j. v
Intestimony whereof I have hereunto set my hand, this 15th day ofAugust, 1929.
AROHIBALD JOHN HALL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1851507X | 1928-10-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1851507A true US1851507A (en) | 1932-03-29 |
Family
ID=10891972
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US388635A Expired - Lifetime US1851507A (en) | 1928-10-02 | 1929-08-26 | Process for dyeing cellulose acetate silk in fast black shades |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1851507A (en) |
-
1929
- 1929-08-26 US US388635A patent/US1851507A/en not_active Expired - Lifetime
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