Improvements in the Manufacture of Amido Bases and Amido Sulpho Acids belonging to the Naphthalene Series, and of Colouring Matters therefrom.
Year: 1895

page_text: Date of Application, 7th May, 1895
Complete Specification Left, 4th Feb., 1896-Accepted, 7th Mar, 1898
PROVISIONAL SPECIFICATION.
Improvements in the Manufacture of Amido Bases and Amido
Sulpho Acids belonging to the Naphthalene Series, and of
Colouring Matters therefrom.
I, GEORGE WILLIAM JOHNSON of 47 Lincoln's Inn Fields in the County
of London Patent Agent do hereby declare the nature of this invention which
has been communicated to me from abiond by Kallo & Co of Biebrich on Rhine
in the Empire of Germany to be as follows
My foreign correspondents have found that if alpha naphthol or alpha naphthyl-
amine ineta sulpho acid (1.3) and their sulpho oxy and amido denvatives are
heated in autoclaves with an excess of ammonia to temperatures between 160 and
180 degrees Centigrade they are transformed into meta naphthy leue diamine oi
derivatives thereof 1. 3 naphthol and naphthylamine sulpho acid form meta
naphthylene diamine if they be treated in this manner.
Mono and di-sulpho derivatives of the 1. 3 naphthol or naphthylamine sulpho
acid containing the second sulpho group or second and thnd sulpho groups in the
other benzene nucleus of the naphthalene molecule if treated in this way form the
corresponding naphthylene diamine mono or di-sulpho acids.
Oxy or amido derivatives of 1.3 naphthol or naphthylamine sulpho acid which
contam the oxy or amido group in the other benzene nucleus of the naphthalene
molecule if treated in this way form the coresponding triamido naphthalines.

page_text: value for the manufacture, of azine and azo colours. They combine readily with
diazo and tetrazo bodies forming colours of great purity fastness and tintorial
power.
Tetrazo bodies can be combined with two molecules of one of these naphtylene
diamine derivatives or they can be caused to react with one molecule of one of them
in order to form intermediate diazo azo bodies which are then further combined
with one molecule of any phenol amine or a sulpho carbo or sulpho carbo acid
thereof.
EXAMPLE V
24 kilos of 1.3 5 naphthylene diamine sulpho acid are suspended in 100 litres
of alcohol. After 19 kilos of nitroso dimethyl aniline have been added the mixture
18 heated on the water bath for 3-4 hours. On cooling, the colouring matter
formed crystallizes in brouzy needles. It dyes a violet on both wool and on
mordanted cotton.
Dated this 7th day of May 1895.
JOHNSONS & WILLCOX,
47 Lincoln's Inn Fields, London, W.C., Agents.
Improvements in the Manufacture of Amido Bases and Amido
Sulpho Acids belonging to the Naphthalene Series, and of
Colouring Matters therefrom.
I, GEORGE WILLIAM JOHNSON, of 47 Lincoln's Inn Fields, in the County of
London Patent Agent do hereby declare the nature of this invention (which has
been communicated to me fiom abroad by Kallo & Co. of Biebrich on the Rhine,
in the Empire of Germany) and in what manner the same is to be performed to
be particularly described and ascertained in and by the following statement :-
My foreign correspondents have found that if alpha-naphthol, or alpha-
naphthylamine meta sulpho acid (1. 3) or their sulpho, oxy, and amido, derivatives
are heated in autoclaves with an excess of ammonia to temperatures between 160

page_text: and 180 degrees Centigrade, they are transformed into meta-naphthylene-diamino,
or derivatives thereof; 1. 3 naphthol and naphthylamine sulpho acid form meta
naphthylene diamine, if they be treated in this manner.
Mono or di-sulpho derivatives of the 1. 3 naphthol or naphthylamine sulpho acid,
containing the second sulpho group or the second and third sulpho groups in the
other benzene nucleus of the naphthalene molecule, if treated in this way form the
corresponding naphthylene diamine mono- or -di sulpho acids.
Oxy, or amido, derivatives of 1. 3 naphthol, or naphthylamino, sulpho acid, which
contain the oxy, or amido, group in the other benzene nucleus of the naphthalene
molecule, if treated in this way, form the corresponding triamido naphthalenos.
300 kilos. of ammonia liquor to 160°-180° Centigrado for 20 hours The resulting
mass, from which the excess of the ammonia is driven off is acidulated with
sulphuric acid and filtered. From the filtered liquor the 1. 3. 6 naphthylenediamine
sulpho acid on cooling crystallizes in an almost pure state.
EXAMPLE II.
65 kilos. 1. 6. 3 dioxy naphthalene sulpho acid are heated for about 15 hours to
100° 180° Centigrade in an autoclave with 20 kilos. of caustic soda lye (40° Bé.)
about 75 kilos ammonium chloride and 300 kilos. of ammonia liquor. The resulting
mass is then acidulated with sulphuric acid boiled to drive off the sulphous acid,
which is formed by the reaction, and filtered. From the filtered liquor the sulphate
of the 1 3. 6 triamdo naphthalene crystallizes in fine needles. Triamido-
naphthalene is formed if the 2. 8. 6 amido-naphthiol-sulpho acid (G) be treated in
the described manner.
1. 3 5 7 naphtholtrisulpho acid when subjected to the samo treatment yields
1.3. 5. 7 naphthylene-dininine-di-sulpho acid.
The naphthylene diamine and the naphthylene-diamine-sulpho acids as well as
the tri-amido naphthalenes my foreign correspondents have found to be of the
highest value for the manufacture of azine and azo colouring matters They
combine readily with diazo and tetrazo bodies forming colours of great purity
fastness and tintorial power.
Tetiazo bodies can be combined with two molecular proportions of one of these
naphthylene diamine derivatives. or they can be caused to react with one molecular
proportion of one of them in order to form jutermediate diazo azo bodies which are
then further combined with one molecular proportion of any phenol amine, or a
sulpho, carbo, or sulpho-carbo, acid thereof.
6
EXAMPLE IY.
The tetrazo compound made in the usual manuer from 9.2 kilos. of benzidine is
stirred into a cold solution of 28 kilos. of 1. 3 8 naphthylene diamine sulpho acid
and 10 kilos. of soda ash in 500 litres of water. The formation of the colouring
matter is finished after some hours agitation It 13 salted out pressed and dried.
It dyes a fast red on cotton.

page_text: For the manufacture of azine colouring matters these naphthyleno diamine
derivatives are heated with solutions of paranitroso-alkyl anilines, or substituted
derivatives thereof, or they are oxidized in solution together with paia-amido-alkyl
anilinee
EXAMPLE V.
24 kilos. of 1. 3. 5 naphthylene-diamine-sulpho acid are suspended in 100 litres
of alcohol. After 19 kilos. of nitroso dimethyl aniline have been ad let the mixture
18 heated on the water bath for 3-4 hours On cooling, the colouring matter
formed crystallizes in bronzy needles. It dyes a violet colour on both wool and
mordanted cotton
Having now particularly described and ascertained the nature of the said invon-
tion and in what manner the same is to be performed I declare that what I
olaim is :-
to
1. The manufacture of 1.3 naphthylene diamine by heating alpha-naphthol or
alpha naphthylamine meta-sulpho-acid (1. 3) with an excess of aminonia
temperatures between 160 and 180 degrees Centigrade as herembefore described.
2. The manufacture of 1. 3 naphthylene diamine sulpho acids by heating the
mono or di-sulpho derivatives of the 1. 3 naphthol or naphthylamine sulpho acid,
which contain the second sulpho group or the second and third sulpho groups in
the other benzene nucleus of the naphthalene molecule, with an excess of ammonia
to temperatures between 160 and 180 degrees Centigrade as herembefore
described.
3. The manufacture of triamidonaphthalenes by heating oxy or amido derivatives
of 1.3 naphthol or naphthylamine sulpho acid, which contain the oxy or amido
group in the other benzene nucleus of the naphthalene molecule, with an excess of
ammonia to temperatures between 160 and 180 degrees Centigrade as herembefore
described.
4. The manufacture of azo colours by acting upon 1. 3 naphthylene diamine
sulpho acids with a diazo body.
5. The manufacture of tetrazo colours by acting upon two molecular proportions
of a 13 naphthylene diamine sulpho acid with one molecular proportion of a
tetrazo body
6. The manufacture of tetrazo colours by acting on the intermediate diazo azo
body, formed by combination of one molecular proportion of a 1. 3 naphthylene
diamine sulpho acid with one molecular proportion of a tetrazo body, with another
molecular proportion of any aromatic amine or phenol or a sulpho, caibo or sulpho
carbo acid thereof
7. The manufacture of azine colours by heating 1.3 naphthylenediamine or
sulpho oi monoamido derivatives thereof with solutions of para nitroso alkyl anilines
or substituted derivatives thereof.
8. The manufacture of azine colours by oxydizing 1. 3 naphthylene diamine or
sulpho o mono-ando deivatives thereof in solution together with para amido
alkyl anilines
9. The manufacturo of amido bases and aшado sulpho-acids belonging to the
naphthalene series and of colouring matters therefrom as described under the several
examples hereinbefore given
Dated this 4th day of February 1896.
JOHNSONS & WILLCOX,
Agents.