DE2333358C2

DE2333358C2 - Dye solutions for coloring mineral oil products

Info

Publication number: DE2333358C2
Application number: DE19732333358
Authority: DE
Inventors: Guenther Dipl.-Chem. Dr. 6900 Heidelberg Riedel; Rudolf Dipl.-Chem. Dr. 6700 Ludwigshafen Senninger
Original assignee: BASF SE
Current assignee: BASF SE
Priority date: 1973-06-30
Filing date: 1973-06-30
Publication date: 1974-11-28
Also published as: FR2235186A1; FR2235186B3; NL7408538A; IT1014915B; BE816536A; DE2333358B1

Description

Diese Lösung ist noch bei -18^PC lagerstabil,
Beispiel 2This solution is storage-stable ^{at -18 P C,}
Example 2

20TeUe Solvent Red 19 und 15 Teile Solvent Yellow 56 werden in 55 Teilen der unter Beispiel 1 beschriebenen Mischung nach Zusatz von 5 Teilen 3-(2-Äthylhexoxy)-propylarain unter Erhitzen und Rühren gelöst20 parts of Solvent Red 19 and 15 parts of Solvent Yellow 56 are used in 55 parts of the under Example 1 described mixture after the addition of 5 parts of 3- (2-ethylhexoxy) propylarain with heating and Stirring dissolved

Diese Lösung zeigt auch nach einer Lagerdauer von 4 Wochen bei —18°C keine Kristallisation und ist im Gegensatz zu einer aminfreien Lösung einwandfrei stabil.This solution shows no crystallization even after a storage period of 4 weeks at -18 ° C In contrast to an amine-free solution, it is flawless stable.

Example 3

30 Teile eines roten Azo-Farbstoffes, der durch Diazotieren und Kuppeln von 1 MoI p-Amino-azo-S benzol mit einer Mischung von je 0,3 Mol 2-Athylamino-, 2-Isopropyl-amino- und 2-Butylaminonaphthalin erhalten wurden, werden in 60 Teilen der im Beispiel 1 beschriebenen Mischung nacn Zusatz von 10 Teilen 3-(2-Äthylhexoxy)-propylamin gelöst,
ίο Diese Lösung ist noch bei -18⁰C lagerstabil30 parts of a red azo dye obtained by diazotizing and coupling 1 mol of p-amino-azo-S benzene with a mixture of 0.3 mol of 2-ethylamino, 2-isopropylamino and 2-butylaminonaphthalene , are dissolved in 60 parts of the mixture described in Example 1 after the addition of 10 parts of 3- (2-ethylhexoxy) propylamine,
ίο This solution is storage-stable ^{at -18 0 C.}

Bei den in den Beispielen genannten Teilen handelt es sich um Gewichtsteile.The parts mentioned in the examples are parts by weight.

Claims

are highly corrosive and contact with human beings must be avoided at all costs. However, this is sometimes the case when handling the solutions.

1. Concentrated solutions of oil-soluble times cannot be avoided.

Dyes in aromatic hydrocarbons, S Furthermore, according to the German patent

characterized by an addition of 1545 246 the production of dye solutions in

0.5 to 30 percent by weight, based on the gas oils with a concentration of up to 15% possible,

entire solution, an ether amine, its carbon - if fatty amines with 6 to 36 carbon atoms are added

chain through at least one ether oxygen. However, this method does not allow the

atom is interrupted and at least one amino ίο production of more concentrated solutions,

group has. It has now been found that solutions are more oil soluble

2. Concentrated dyestuff solutions according to An Dyestuffs in hydrocarbons also in concentra- tion 1, characterized in that the etherified form have an increased storage stability, amine an aliphatic amine with 3 to 9 carbon atoms if you use aromatic hydrocarbon atoms as a solvent is whose carbon chain is formed by a 15 substances or mixtures thereof and 0.5 to 30 weight ether oxygen atom is interrupted. percent, based on the total solution, of an ether

3. Concentrated dye solution according to anamine, the carbon chain of which has at least one Claim 1, characterized in that the ether-ether oxygen atom is interrupted and at least amine is 3- (2'-ethylhexoxy) propylamine. has an amino group, contain as additives.

4. A concentrated dye solution according to ao presence of suitable aromatic hydrocarbons such claim 1. have as aroma and whose boiling range is above 150 ⁰ C as matic hydrocarbons, characterized by a content of into consideration, at least 10 carbon atoms aufNaphthalin and / or alkylnaphthalenes. Naphthalene, alkylnaphthalenes, diphenyl and / or

5. Concentrated solutions according to claim 2, polyphenyls or mixtures of these hydrocarbons, The up to 50% of an oil-soluble dye in as ether amines are aliphatic amines, their carbon naphthalene and / or alkylnaphthalenes dissolved substance chain contained by at least 1 oxygen atom, is broken and the at least one amino group

6. Use of solutions according to the included. In particular, monoamines with 3 to Proverbs 1 to 5 for marking and coloring 9 carbon atoms, such as 2-methoxyethylamine, of carburetor fuels and heating oil. 30 2-ethoxyethylamine, 3-methoxypropylamine, 3-ethoxy-

ethylamine and 3- (2'-ethylhexoxy) propylamine should be mentioned. The amines can be used alone or as a mixture be used. The amount of in the solution

contained amine, calculated on the dye solution,

35 is 0.5 to 30 percent by weight, preferably 1 to 15 percent by weight.

All dyes can be sufficiently oil-soluble

The invention relates to dye solutions which are used in storage dyes. For example, are are stable, and can easily be converted to Kenn- Solvent Yellow 14 (CI. 12055), 16 (CI. 12700), suitable for drawing mineral oil products. 4 ° 56 (CI. 11021), Solvent Red 19 (CI. 26050),

Mineral oil products such as carburetor fuels, gas oils, 24 (CI. 26105) and Solvent Blue 35 (CI. 61554) Heating oils and diesel oils are often colored to denote and similar monoazo, disazo, or anthracite To distinguish qualities or to call them quinone dyes. These dyes are im To mark the reason for regulations. Expose because of the individual in the Color Index 1971 (3rd edition) Dosability is used for this in the 45 wrote. Particularly favorable results are achieved with Usually concentrated solutions of oil-soluble coloring solvent Red 19, its homologues and mixtures substances in hydrocarbons. This dye from Solvent Red 19 with other oil-soluble dyes solutions are generally obtained in unheated storage areas.

containers stored and by means of pumps the mineral For the preparation of the solutions according to the invention

Oil actions added. Since the use of the dyes, the aromatic hydrocarbons, the low outside temperatures below the freezing substances and the ether amines must be possible in any order, high requirements are mixed, if necessary with heating. Further conditions for the flow properties and the stability of the additives are not required, but neither are solutions. In particular, no crystal must! - harmful. In this way stable solutions are obtained, which occur from the solutions up to sation of dye, because 55 can contain 50% dye,
This leads to disruptions in the production process using the specified solutions for

due to clogging of the filters and supply lines. Marking and coloring of carburetor fuel According to the British patent specification and heating oil.

1108 981 are stable dye solutions under Example 1

Using homogeneous mixtures of one at 60

Room temperature liquid phenol and hydrocarbon - 20 parts Solvent Red 19 (see Color Index I.e.)

fabrics. According to USA patents, at 95 ° C. in 65 parts of a mixture known as 3,494,714 and 3,476,500 an improvement in the main components 15% naphthalene, 16% 2-methyl stability of solutions also through the addition of naphthalene, 12 % 1-methylnaphthalene and 9% di-alkylarylphenols possible. The use of 65 phenyl and their boiling range above 150 ⁰ C phenols has the disadvantage that the dye is, after adding 7.5 parts of 3- (2-ethylhexoxy) concentrates are handled with great care propylamine and 7, 5 parts of 3-methoxypropylamine must because the phenols contained in the solutions are dissolved.