Year: 1889

page_text: Jate of Application, 15th Mar., 1889
Complete Specification Left, 3rd May, 1889-Accepted, 8th June, 1889
I, HENRY HARINGTON LEIGH, Fel. Inst. P.A., Assoc. M. Inst. C.E., of No. 22
Southampton Buildings, Chancery Lane, W.C., carrying on business as Phillips
& Leigh, Engineers and Patent Agents, do hereby declare the nature of this
invention to be as follows:-
This invention relates to a new and improved process for the production of
colouring matters, which colouring matters have the property of dyeing unmordanted
cotton in an alkaline or soap bath, and are fast to washing.
The process consists in combining one molecule of a tetrazo compound of diphenyl,
ditolyl, dixylyl, stilbene, fluorene, or naphthalene, or their sulpho-acids, with one
molecule of one of the present known sulpho acids of naphthylamine, and then
combining this intermediate product with one molecule of an alkylized orcin, or a
sulpho-acid. of an alkylized orcin, or with one molecule of the product which is
formed by combining orcin with chloride of sodium (Watts, VI. p. 885) (De Luynes
Zeitschrift für Chemie [2] IV. p. 703).
A
I produce this chloride of sodium compound of orcin in the following manner.
5% solution of orcin is saturated with salt (free from lime) slightly acidulated with
hydrochloric acid, and boiled until it shows a green fluorescence on the addition of
soda. The solution is then filtered to free it from the organic tarry matters present,
and can be used in this state.
By alkylized orcins I mean:-
Mono-, di-, or tri-methyl, ethyl, amyl, or acetyl orcins.
The following are some examples of the different combinations that can be made;
the first showing how I pructically carry out my invention.

page_text: Example I: Twenty eight pounds of Benzidine Sulphate (or its equivalent of the
base) are converted into tetrazo-diphenyl in the usual and well known manner and
then run into twenty five pounds of naphthionate of soda and thirty pounds of
acetate of soda dissolved in about one thousand pounds of water. This intermediate
product is well stirred until all the tetrazo compound is combined. It is then run
into fifty pounds of caustic soda dissolved in fifty gallons of water and a sufficient
quantity of the hereinbefore mentioned chloride of sodium compound of orein, to
convert the intermediate body into the new colouring matter.
The necessary
amount of orcin compound required must be ascertained by previous determination
as the strengths of the solutions vary considerably. The temperature is then raised
to about 90° C. and enough salt is added to precipitate the colour which is then
filtered off washed and dried.
The colour produced by this method is a brilliant scarlet, very much clearer in
tone than "Congo."
In no case must the orcin compound solution be added to the intermediate
product, or a dull colour is obtained; but on the contrary the intermediate product
must always be added to the orcin compound and soda so that there is never an
excess of the intermediate product present.
Example II: If tolidine be substituted for the benzidine in Example I a colour
of about the same shade as "Benzo Purpurine 4 B" is formed.
This product
however unlike the Congoes or Benzo-Purpurines has the property of exhausting the
dye waste.
Example III: Benzidine + Beta naphthylamine mono sulphonic acid + orcin-
sodium-chloride compound.
Example IV Tolidine + Beta naphthylamine mono sulphonic acid + orcin-
sodium-chloride compound.
Example V Benzidine + Naphthionic acid + amyl orcin.
Example VI: Tolidine + Naphthionic acid + tri-methyl orein.
Example VII Benzidine sulpho acid + naphthionic acid + orein-sodium-
chloride compound.
Example VII Tolidine + Beta naphthylamine di-sulpho acid + amyl orein.
Example IX Stilbene diamine sulphonic acid + naphthionic acid + methyl orcin.
Dated this 15th day of March 1889.

page_text: I, HENRY HARINGTON LEIGH, Fel. Inst. P.A., Assoc. M. Inst. C.E., of No. 22,
Southampton Buildings, Chancery Lane, W.C., carrying on business as Phillips &
Leigh, Engineers and Patent Agents, do hereby declare the nature of this inven-
tion and in what manner the same is to be performed, to be particularly described
and ascertained in and by the following statement :-
This invention relates to a new and improved process for the production of
colouring matters, which colouring matters have the property of dyeing unmor-
danted cotton in an alkaline or soap bath, and are fast to washing.
The process consists in combining one molecule of a tetrazo compound of diphenyl,
ditolyl, dixylyl, stilbene, fluorene, or napthalene, or their sulpho acids, with one
molecule of one of the present known sulpho acids of naphthylamine, and then
combining this intermediate product with one molecule of an alkylized orcin or a
sulpho acid of an alkylized orcin or with one molecule of the product which is formed
by combining orein with chloride of sodium (Watts, VI: page, 885 :) (De Luynes
Zeitschrift für Chemie [2] IV: p. 703).
I produce this.chloride of sodium compound of orcin in the following manner :-
A 5% solution of orein is saturated with salt (free from lime) slightly acidulated
with hydrochloric acid and boiled until it shows a green fluorescence on the addition
of soda. The solution is then filtered to free it from the organic tarry matters
present, and can be used in this state.
By alkylized orcins I mean:-
mono-, di, or tri-methyl, ethyl, amyl, or acetyl orcins.
The following are some examples of the different combinations that can be made,
the first shewing how I practically carry out my invention:
Example I. Twenty eight pounds of benzidine sulphate (or its equivalent of the
base) are converted into tetrazo diphenyl in the usual and well known manner, and
then run into twenty five pounds of naphthionate of soda and thirty pounds of
acetate of soda dissolved in about one thousand pounds of water. This intermediate
product is well stirred until all the tetrazo compound is combined. It is then run
into fifty pounds of caustic soda dissolved in fifty gallons of water and a sufficient
quantity of the hereinbefore mentioned chloride of sodium compound of orcin to
convert the intermediate body into the new colouring matter.
The necessary
amount of orcin compound required must be ascertained by previous determination
as the strengths of the solutions vary considerably. The temperature is then raised
to about 90° C., and enough salt is added to precipitate the colour which is then
filtered off, washed and dried.
The colour produced by this method is a brilliant scarlet, very much clearer in
tone than "Congo." In no case must the orcin compound solution be added to the
intermediate product or a dull colour is obtained, but on the contrary the intermediate
must always be added to the orcin compound and soda, so that there is never an
excess of the intermediate product present.

page_text: Example II. If tolidine be substituted for the benzidine in Example I. a colour
of about the same shade as "Benzo Purpurin 4 B" is formed. This product, how-
ever, unlike the Congo or Benzo Purpurines, has the property of exhausting
the dye bath.
Example III. Beuzidine + Beta napthylamine mono sulphonic acid + orcin-
sodium-chloride compound.
Example IV. Tolidine + Beta napthylamine mono sulphonic acid + orcin-sodium-
chloride compound.
Example V. Benzidine naphthionic acid + amyl orcin.
Example VI. Tolidine + naphthionic acid + tri-methyl orcin.
Example VII. Benzidine sulpho acid + naphthionic acid + orcin-sodium-chloride
compound.
Example VIII. Tolidine + Beta naphthylamine di-sulpho acid + amyl orcin.
Example IX. Stilbene diamine sulphonic acid + naphthionic acid + methyl orcin.
I am aware that it has been previously proposed to use phenols or their sulpho
acids in the production of mixed azo colours.
Having now particularly described and ascertained the nature of my said inven-
tion; and in what manner the same is to be performed, I declare that what I
claim is
1. The herein described new and improved process for the production of colouring
matters which process consists in combining one molecule of an alkylized orcin, or
one molecule of a sulpho acid of an alkylized orcin, or one molecule of the herein-
before described compound of orcin and chloride of sodium, with the intermediate
products formed by combining one molecule of one of the hereinbefore described
tetrazo compounds with one molecule of one of the present known sulpho acids of
naphthylamine.
2. The several colouring matters produced by any variation of the process which
forms the subject matter of the first claim.
Dated this 3rd day of May 1889