Improvements in the Preparation of a Beta-naphthylamine Sulphonic Acid and of Colouring Matters therefrom.
Year: 1888

page_text: Date of Application, 2nd Nov., 1888
Complete Specification Left, 2nd Aug., 1889-Accepted, 14th Sept., 1889
TROVISIONAL SPECIFICATION.
Improvements in the Preparation of a Beta-naphthylamine Sulphonic
Acid and of Colouring Matters therefrom.
I, ARTHUR GEORGE GREEN, Chemist to the firm of Brooke Simpson & Spiller
Limited, of Hackney Wick, in the County of Middlesex, Aniline dye Manufacturers,
do hereby declare the nature of this Invention to be as follows:
:-
The invention relates, firstly, to a new and improved method of preparing a
Beta-naphthylamine sulphonic acid, and secondly to the use of the same for the manu-
facture of coloring matters. The process is performed as follows:-
-
Equal molecular proportions of Beta-naphthol, and 100 per cent. sulphuric acid, are
heated at a temperature of from 100° to 140° C. until the sulphonation is complete.
The product is dissolved in hot water, salt added until all the far is precipitated, and
the filtered solution allowed to cool. The sodium salt which separates is converted
into Beta-naphthylamine sulphonic acid, either by heating dry in a current of ammonia
gas, or by heating in solution under pressure with caustic ammonia, or with a salt of
ammonia and an alkali.
The product is precipitated from aqueous solution by the addition of an acid, and
obtained pure by conversion into the copper salt and separation from the sparingly
soluble copper salt of an acid, which is formed simultaneously. The easily soluble
copper salt is converted into sodium salt by precipitation with sodium carbonite, and
can be used directly for the preparation of coloring matters.
These are obtained (a) by combining the above prepared Beta-naphthylamino
sulphonic acid with any known diazo-compound, such as, diazobenzene, diazotoluene
diazoxylene, diazonaphthalene tetrazodiphenyl, tetrazoditoly], tetrazo-naphthalene,
tetrazo-stilbene, etc., and their sulphonic acids. (b) By diazotising the above described
Beta-naphthylamine sulphonic acid and combining the diazo-compound with Alpha or
Beta-naphthol, or Alpha or Beta-naphthylamine, or their sulphonic acids, or with
other phenols or amines.
Dated this 2nd day of November 18ss
AMBROSE MYALL,
21, Cockspur Street, S.W., Agent for the Applicant.
COMPLETE SPECIFICATION
Improvements in the Preparation of a Beta-naphthylamine Sulphonic
Acid and of Colouring Matters therefrom.
1, ARTHUR GEORGE GREEN, Chemist to the firm of Brooke, Simpson & Spiller
Limited of Hackney Wick, in the County of Middlesex, Aniline Dye Manufacturers
do hereby declare the nature of this invention and in what manner the same is to
be performed, to be particularly described and ascertained in and by the following
statement:-
The Invention relates, firstly, to a new and improved method of preparing a Beta-
naphthylamine sulphonic acid, and secondly, to the use of the same for the manufacture
of colouring matters. The process is performed as follows:-Equa! molecular pro-
portions of Beta-naphthol, and 100 per cent. sulphuric acid are heated at a temperature
of from 100° to 130° C., until the sulphonation is complete. The product is dissolved
[Price Adl

page_text: in hot water, salt added until all the tar is precipitated, and the filtered solution allowed
to cool. The sodium salt which separates is converted into Beta-naphthylamino-
sulphonic acid, either by heating dry in a current of ammonia gas, or by heating in
solution under pressure with caustic ammonia, or with a salt of ammonia and an alkali.
The product if made by the above dry method, is now dissolved in water, and
if by the wet method, water is added, if necessary, to dilute it, and is then
precipitated from the aqueous solution by the addition of an acid, and obtained
pure by conversion into the copper salt and separation from the sparingly soluble
copper salt of an acid, which is formed simultaneously.
The easily soluble copper salt is converted into sodium salt, by precipitation with
sodium carbonate, and can be used directly for the preparation of colouring matters.
These are obtained (A), by combining the above prepared Beta-naphthylamine
sulphonic acid, with any known diazo-compound, such as diazobenzene, diazotoluene,
diazoxylene, diazonaphthalene, tetrazodiphenyl, tetrazaditolyl, tetrazo-naphthalene,
tetrazo-stilbene, etc., and their sulphonic acids.
(B) By diazotising the above described Beta-naphthylamine-sulphonic acid, and
combining the diazo-compound with Alpha or Beta-naphthol, or Alpha or Beta
naphthylamine, or their sulphonic acids, or with other phenols or amines, or the
sulphonic acid thereof.
The process claim as substantially new, is the production of the corresponding
Beta-Naphthol Delta-Sulphonic Acid, by heating Beta Naphthol with ordinary
Sulphuric acid at 100° to 130° Centigrade. But I do not claim as new the method
of conversion of this acid into Beta-Naphthylamine Delta-Sulphonic Acid by treat-
ment with ammonia, nor the separation of the Delta Acid from the concomitant
Nor do I claim either of the Delta-
Beta-Naphthylamine Beta-Sulphonic Acid.
Sulphonic Acids of Beta-Naphthol or Beta-Naphthylamine above mentioned, as new ;
but my method of producing the first differs from any method hitherto patented,
while I convert this into the second by well known means. Nevertheless the
combination of the two methods is novel, and makes my process for obtaining
Beta-Naphthylamine Delta-Sulphonic Acid, different from any of the numerous other
methods hitherto patented. I am aware of the specification of Letters Patent
No. 5,846 of 1886, granted to James Yate Johnson, and I wish it to be understood
,that I do not claim anything described and claimed therein.
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 production of the Beta-Naphthylamine Sulphonic Acid, commonly known
as the Delta Acid of Beta-Naphthylamine, from Beta-Naphthol, by the processes sub-
stantially as herein set forth.
(2) The processes for the production of the Beta-Naphthylamine Sulphonic Acid,
commonly known as the Delta Acid of Beta-Naphthylamine, from Beta-Naphthol, sub-
stantially as herein sot forth.
(3) The combination of the Beta-Naphthylamine Sulphonic Acid, when obtained as
above described, with the substances enumerated in paragraph (A) for the production
of colouring matters, substantially as herein set forth.
(4) The combination of the Beta-Naphthylamine Sulphonic Acid, when obtained as
above described, with the substances enumerated in paragraph (B) for the production
of colouring matters, substantially as herein set forth.
Dated this 2nd day of August 1889.
AMBROSE MYALL,
21, Cockspur Street, London, S.W., Agent for the Applicant.

page_text: Date of Application, 2nd Nov., 1888
Complete Specification Left, 2nd Aug., 1889-Accepted, 14th Sept., 1889
PROVISIONAL SPECIFICATION.
Improvements in the Preparation of a Beta-naphthylamine Sulphonic
Acid and of Colouring Matters therefrom.
I, ARTHUR GEORGE GREEN, Chemist to the firm of Brocko Simpson & Spiller
Limited, of Hackney Wick, in the County of Middlesex, Aniline dye Manufacturers,
do hereby declare the nature of this Invention to be as follows:-
The invention relates, firstly, to a new and improved method of preparing a
Beta-naphthylamine sulphonic acid, and secondly to the use of the same for the manu-
facture of coloring matters. The process is performed as follows:-
Equal molecular proportions of Beta-naphthol, and 100 per cent. sulphuric acid, aro
heated at a temperature of from 100° to 140° C. until the sulphonation is complete.
The product is dissolved in hot water, salt added until all the tar is precipitated, and
the filtered solution allowed to cool. The sodium salt which separates is converted
into Beta-naphthylamine sulphonic acid, either by heating dry in a current of ammonia
gas, or by heating in solution under pressure with caustic ammonia, or with a salt of
ammonia and an alkali.
The product is precipitated from aqueous solution by the addition of an acid, and
obtained pure by conversion into the copper salt and separation from the sparingly
soluble copper salt of an acid, which is formed simultaneously. The easily soluble
copper salt is converted into sodium salt by precipitation with sodium carbonite, and
can be used directly for the preparation of coloring matters.
These are obtained (a) by combining the above prepared Beta-naphthylamine
sulphonic acid with any known diazo-compound, such as, diazobenzene, diazotoluene
diazoxylene, diazonaphthalene, tetrazodiphenyl, tetrazoditoly!, tetrazo-naphthalene,
tetrazo-stilbene, etc., and their sulphonic acids. (b) By diazotising the above described
Beta-naphthylamine sulphonic acid and combining the diazo-compound with Alpha or
Beta-naphthol, or Alpha or Beta-naphthylamine, or their sulphonic acids, or with
other phenols or amines.
1000
AMBROSE MYALL,
21, Cockspur Street, S.W., Agent for the Applicant.
COMPLETE SPECIFICATION.
Improvements in the Preparation of a Beta-naphthylamine Sulphonic
Acid and of Colouring Matters therefrom.
I, ARTHUR GEORGE GREEN, Chemist to the firm of Brooke, Simpson & Spiller
Limited of Hackney Wick, in the County of Middlesex, Aniline Dye Manufacturers,
do hereby declare the nature of this invention and in what manner the same is to
be performed, to be particularly described and ascertained in and by the following
statement:-.
The Invention relates, firstly, to a new and improved method of preparing a Beta-
naphthylamine sulphonic acid, and secondly, to the use of the same for the manufacture
of colouring matters. The process is performed as follows:-Equal molecular pro-
portions of Beta-naphthol, and 100 per cent. sulphuric acid are heated at a temperature
of from 100° to 130° C., until the sulphonation is complete. The product is dissolved
in hot water, salt added until all the tar is precipitated, and the filtered solution allowed
to cool. The sodium salt which separates is converted into Beta-naphthylamine-
sulphonic acid, either by heating dry in a current of ammonia gas, or by heating in
solution under pressure with caustic ammonia, or with a salt of ammonia and an alkali.
CD

page_text: The product if made by the above dry method, is now dissolved in water, and
if by the wet method, water is added, if necessary, to dilute it, and is then
precipitated from the aqueous solution by the addition of an acid, and obtained
pure by conversion into the copper salt and separation from the sparingly soluble
copper salt of an acid, which is formed simultaneously.
The easily soluble copper salt is converted into sodium salt, by precipitation with
sodium carbonate, and can be used directly for the preparation of colouring matters.
These are obtained (A), by combining the above prepared Beta-naphthylamine
sulphonic acid, with any known diazo-compound, such as diazobenzene, diazotoluene,
diazoxylone, diazonaphthalene, tetrazodiphenyl, tetrazaditolyl, tetrazo-naphthalene,
tetrazo-stilbene, etc., and their sulphonic acids.
(B) By diazotising the above described Beta-naphthylamine-sulphonic acid, and
combining the diazo-compound with Alpha or Beta-naphthol, or Alpha or Beta
naphthylamine, or their sulphonic acids, or with other phenols or amines, or the
sulphonic acid thereof.
The process I claim as substantially now, is the production of the corresponding
Beta-Naphthol Delta-Sulphonic Acid, by heating Beta Naphthol with ordinary
Sulphuric acid at 100° to 130° Centigrade. But I do not claim as new the method
of conversion of this acid into Beta-Naphthylamine Delta-Sulphonic Acid by treat-
ment with ammonia, nor the separation of the Delta Acid from the concomitant
Beta-Naphthylamine Beta-Sulphonic Acid. Nor do 1 claim either of the Delta-
Sulphonic Acids of Beta-Naphthol or Beta-Naphthylamine above mentioned, as new;
but my method of producing the first differs from any method hitherto patented,
while I convert this into the second by well known means. Nevertheless tho
combination of the two methods is novel, and makes my process for obtaining
Beta-Naphthylamine Delta-Sulphonic Acid, different from any of the numerous other
methods hitherto patented.
.
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 production of the Beta-Naphthylamine Sulphonic Acid, commonly known
as the Delta Acid of Beta-Naphthylamine, from Beta-Naphthol, by the processes sub-
stantially as herein set forth.
(2) The processes for the production of the Beta-Naphthylamine Sulphonic Acid,
commonly known as the Delta Acid of Beta-Naphthylamine, from Beta-Naphthol, sub-
stantially as herein set forth.
(3) The combination of the Beta-Naphthylamine Sulphonic Acid, obtained as above
described, with the substances enumerated in paragraph (A) for the production of
colouring matters, substantially as herein set forth.
(4) The combination of the Beta-Naphthylamine Sulphonic Acid, obtained as above
described, with the substances enumerated in paragraph (B) for the production of
colouring matters, substantially as herein set forth.
Dalhin a f A41000
AMBROSE MYALL,
21, Cockspur Street, London, S.W., Agent for the Applicant.