GB923069A - Pigments of the quinacridone series and pigmented systems - Google Patents

Pigments of the quinacridone series and pigmented systems

Info

Publication number
GB923069A
GB923069A GB3426560A GB3426560A GB923069A GB 923069 A GB923069 A GB 923069A GB 3426560 A GB3426560 A GB 3426560A GB 3426560 A GB3426560 A GB 3426560A GB 923069 A GB923069 A GB 923069A
Authority
GB
United Kingdom
Prior art keywords
degrees
modification
pigment
dichloroquinacridone
gamma
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3426560A
Inventor
Werner Deuschel
Berthold Honigmann
Werner Jettmar
Hans Schroeder
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB923069A publication Critical patent/GB923069A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B48/00Quinacridones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

In an example, (9), a red wallpaper colour is made by mixing with a 20% glue solution an aqueous paste containing the precipitate obtained by adding barium chloride solution to a suspension made by suspending heavy spar in aluminium sulphate solution and adding aqueous sodium carbonate and an aqueous paste of the gammamodification of 2:9-dichloroquinacridone.ALSO:Nitrocellulose printing colours, nitrocellulose lacquers, cellulose xanthate spinning compositions, phenoplasts, aminoplasts, polyesters, polyurethanes, polycaprolactams, polyethylene, polystyrene, polyvinyl chloride and polyvinyl acetate are coloured by a pigment which is stated to be the gamma modification of 2:9-dichloroquinacridone. In examples the pigment is mixed with (2) nitrocellulose, dibutyl phthalate, ethyl alcohol and ethyl glycol to give a printing colour, or (3) ester-soluble nitrocellulose, dibutyl phthalate, the synthetic resin obtained by treating cyclohexanone with sodium hydroxide, butyl acetate, methyl acetate and toluene to give a lacquer, and an aqueous paste of the pigment with a sodium 2-naphthalene sulphonate/formaldehyde condensation product is used to colour (8) spinnable alkali cellulose xanthate and (11) dissolved cellulose xanthate containing 8% of a -cellulose. In further examples the pigment is incorporated in (4) a baking lacquer of coconut oil alkyd resin, urea-formaldehyde resin, xylene and butanol, (5) polyvinyl chloride di-isooctyl-phthalate and titanium dioxide and (6) polystyrene, polyethylene or polycaprolactam.ALSO:The invention comprises a pigment which is a modification of 2:9-dichlorquinacridone referred to as the gamma-modification and characterized by an X-ray diffraction pattern having a line of great intensity at a goniometer angle of 27,8 degrees, four lines of medium intensity at 5,4 degrees, 15,3 degrees, 23,0 degrees and 23,4 degrees, and eight lines of low intensity at 16,6 degrees, 19,3 degrees, 21,3 degrees, 24,5 degrees, 25,3 degrees, 26,7 degrees, 29,0 degrees and 30,7 degrees and pigmented systems containing this pigment. When the pigment has an average primary particle size of less than 0,1 micron the X-ray pattern shows an inflection instead of a line at 23,4 degrees. The gamma modification is made by ring-closing 2:5-bis(p-chlorophenyl)- terephthalic acid or an ester thereof in 60-75% sulphuric acid at 140-180 DEG C., by grinding or milling any other modification of 2:9-dichloroquinacridone or by contacting any other modification in finely-divided form with organic solvents such as aliphatic and aromatic mono- and diamines, carboxylic acid amides and their N-alkyl and N-aryl derivatives, sulphonic acid amides, heterocyclic compounds such as imidazole, piperidone, pyrrolidone and its N-alkyl derivatives and quinoline and solvents containing alkali. A large number of solvents are mentioned. Milling to convert the gamma modification into a finely-divided form or to convert other modifications into the gamma modification may be conducted in the dry state in the presence of salts, in water, in acids such as 65-75% sulphuric acid, caustic alkalis such as caustic soda or caustic potash solution, or organic solvents such as aromatic hydrocarbons, halo-hydrocarbons, alcohols, glycols, ethers, carboxylic acid amides, carboxylic acid esters and lactams especially dimethylformamide or N-methylpyrrolidone. A number of solvents are specified. It is stated that the alphamodification of 2:9-dichloroquinacridone is made by ring-closing 2:5-bis-(p-chlorophenyl) terephthalic acid in ten times the amount of 85% sulphuric acid at 150 DEG C., the beta-modification is made by oxidising 2:9-dichlorodihydroquinacridone or by ring-closing 2:5-bis-(p-chlorophenyl)-terephthalic acid with polyphosphoric acid and an unclassified modification is made by precipitating 2:9-dichloroquinacridone from a 5% solution in sulphuric acid by addition of water. Examples are given.ALSO:In an Example (10), a red cement is made by mixing 100 parts of cement, 400 parts of sand, 40 parts of water and 33 parts of an aqueous paste containing a sodium 2-naphthalene sulphonate/formaldehyde condensation product and as pigment the gamma modification of 2 : 9-dichloroquinacridone.
GB3426560A 1959-10-10 1960-10-06 Pigments of the quinacridone series and pigmented systems Expired GB923069A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB0055133 1959-10-10

Publications (1)

Publication Number Publication Date
GB923069A true GB923069A (en) 1963-04-10

Family

ID=6970882

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3426560A Expired GB923069A (en) 1959-10-10 1960-10-06 Pigments of the quinacridone series and pigmented systems

Country Status (3)

Country Link
AT (1) AT229450B (en)
BE (1) BE595869A (en)
GB (1) GB923069A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1291723B (en) * 1963-04-30 1969-04-03 American Cyanamid Co Crystal modification of the linear 2, 9-dimethylquinacridone and process for their preparation
US6465652B1 (en) 1997-03-06 2002-10-15 Clariant Finance (Bvi) Limited Quinacridone pigment

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1177268B (en) * 1961-11-16 1964-09-03 Basf Ag Process for the production of a special form of the ª † -modification of the unsubstituted linear-trans-quinacridone

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1291723B (en) * 1963-04-30 1969-04-03 American Cyanamid Co Crystal modification of the linear 2, 9-dimethylquinacridone and process for their preparation
US6465652B1 (en) 1997-03-06 2002-10-15 Clariant Finance (Bvi) Limited Quinacridone pigment

Also Published As

Publication number Publication date
AT229450B (en) 1963-09-10
BE595869A (en) 1961-04-10

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