USRE13122E - of eiberpeld - Google Patents
of eiberpeld Download PDFInfo
- Publication number
- USRE13122E USRE13122E US RE13122 E USRE13122 E US RE13122E
- Authority
- US
- United States
- Prior art keywords
- acid
- new
- reddish
- violet
- sulfonic acid
- Prior art date
Links
- 239000002253 acid Substances 0.000 description 24
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- 210000002268 Wool Anatomy 0.000 description 12
- 238000004043 dyeing Methods 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 8
- 238000005406 washing Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- 239000000975 dye Substances 0.000 description 6
- LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 4
- 150000008049 diazo compounds Chemical class 0.000 description 4
- 159000000011 group IA salts Chemical class 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 150000002790 naphthalenes Chemical class 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 241000501754 Astronotus ocellatus Species 0.000 description 2
- 240000008570 Digitaria exilis Species 0.000 description 2
- 235000019715 Fonio Nutrition 0.000 description 2
- 241000283984 Rodentia Species 0.000 description 2
- 241001243925 Sia Species 0.000 description 2
- OETHQSJEHLVLGH-UHFFFAOYSA-N [amino-(diaminomethylideneamino)methylidene]-dimethylazanium;chloride Chemical compound Cl.CN(C)C(=N)N=C(N)N OETHQSJEHLVLGH-UHFFFAOYSA-N 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
Definitions
- Our invention relates to the manufacture and production of new coloring matters ca-- pable of dyeing wool.
- The. new dyestuffs are obtained by COIIlbining in acid solution the diazo compound of para111tl5llllllll-OfiillO-SlllfOIllC acid wlth naphthalene compounds having the formula:
- nan 2 CMH (8) (it meaning hydrogen or a. substitncnt, and Y meaning hydrogen or
- Y meaning hydrogen or
- the new dyestufi's are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a red to violet color. They yield upon reduction with stannous chlorid and sulfonic acid and naphthalene dianiins having the general formula:
- Dyestufl' obtained from ara-nitranilin- 7 c tho-sulfonic acid. or D5 Reddish-hluc. Reddish-riolet. Bluish-violet.
Description
. hydrochloric acid para-phenylenediamin group).
oscAn. GU'NTHER A1\TD LEOPOLD HESSE, or ELBERFELD, GERMANY, ASSIGNORS To FABBENFABRIKENl VORM. FBIEDR. BAYER &
CORPORATION OF. GERMANY.
C0.,;OF ELBERFELD, GERMANY, ,A.
AZO DYE.
Specification of Reissued Letters Patent. Reissued J 11116 14 1910.
No Drawing. Original No. 921,239,dated May 11, 1909, Serial No. 477,284. Application for reissue filed December 10, 1909.
at Elberfeld, Germany, Kingdomof Prus sia, have invented new and useful Improvements in New Azo Dyes, of which the following is a specification. I
Our invention relates to the manufacture and production of new coloring matters ca-- pable of dyeing wool.
The. new dyestuffs are obtained by COIIlbining in acid solution the diazo compound of para111tl5llllllll-OfiillO-SlllfOIllC acid wlth naphthalene compounds having the formula:
. nan 2 CMH (8) (it meaning hydrogen or a. substitncnt, and Y meaning hydrogen or The new products possess the valuable roperty that they roduce on wool pure violetto black shades ast to light and to washing and possessing excellent level-dyeing properties.
The new dyestufi's are after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a red to violet color. They yield upon reduction with stannous chlorid and sulfonic acid and naphthalene dianiins having the general formula:
ldiazotized by means of 69 parts of sodium nitrite and 550 parts of a 20 per cent; hydrochloric acid, the diazo compound is introduced into a suspension of 239 parts of 2 .8- aminonaphthol 6 sulfonic acid showing slight-1y acid reaction. The dyestufi is prea sulfonic Serial No. 532,507.
cipitated by the addition of common. salt,
filtered ofi'anddried. It is in the shape of its sodium salt areddish-brown powder soluble in water with a reddish-violet color and soluble in concentrated sulfuric acid with an orange'color, The new dye yields upon reduction with stannous chlorid and hydrochloric acid para-phenylene-dianiiiusulfonic acid and 1.Q-diamino8-naphthol-(i-sulfonic acid. It dies wool reddish-violetshades fast to light and to washing. j
- -It dyes wool reddish-violet shades fast to light and to washing.
In the following table the shades of some of. the new dyes are given;
Dyestufl' obtained from ara-nitranilin- 7 c tho-sulfonic acid. or D5 Reddish-hluc. Reddish-riolet. Bluish-violet.
Parana yl-2-innino-S-naphthol-lS-sullonic i acid Grcou ulack.
2.8-amiuonuphthol-3.6disulfouic acid Violet l Having now described our invention and in what manner the same is to be performed,
what we claim as new and desire tosecurc by Letters Patent is:
1. The herein-describcd new azo dyestuffs, obtainable from para-nitranilin-ortho-sulfouio acid and naphthalene compounds of-the above-given formula in acid solution, which dyestuffs are, after being dried and pulverized in the shape of their alkaline salts dark powders soluble in water generally with a red to violet color; yield ing upon reduction with starinous chlorid and hydrochloric. acid para-phenylenedi amin-sulfonic acid and diamin'o-naphthols having the above-given formula; and dyeing wool from violet to black shades, substantiallyas described, v
2. The herein-described new azo dyestuif, obtainable from para-nitranilin-ortho snh fonio acid and 2.8 amino-naphthol-G-sulfonic acid in acid solution, which "dyestufl' is, after being dried and pulverized in the shape of its sodium salt a reddish-brown -poWder solublein water with a. reddish.-
violet color and soluble in.concentrated sul-- .furi c acid with an orange color; yielding.
upoiii'gt iuqtion with sizannoiisiaifibr id and wt' qur hands in tha 0f two subhydrochloriacid parahen lenediamin- SCIlblIlg witnesses,
sulfonic acid and 1.2-diam1n0- -naphth 01-6- I OSCAR GUNTHEB. L. '15.] sulfonic acid; and dyeing wool reddish LEQPOLD mSSE. L. 8.1 v 'sviolet shades fast to llght' and to washing, Witnesses:
substantially as described.v v 7 0m Kiime,
In testimony whereof we have hereunto Cms. J. WRIGHT.
Family
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