US1943377A - Treatment of cellulose esters - Google Patents

Treatment of cellulose esters Download PDF

Info

Publication number
US1943377A
US1943377A US327759A US32775928A US1943377A US 1943377 A US1943377 A US 1943377A US 327759 A US327759 A US 327759A US 32775928 A US32775928 A US 32775928A US 1943377 A US1943377 A US 1943377A
Authority
US
United States
Prior art keywords
light
fabric
pattern
cellulose
development
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 - Lifetime
Application number
US327759A
Other languages
English (en)
Inventor
Ellis George Holland
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.)
Celanese Corp
Original Assignee
Celanese Corp
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 Celanese Corp filed Critical Celanese Corp
Application granted granted Critical
Publication of US1943377A publication Critical patent/US1943377A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/76Photosensitive materials characterised by the base or auxiliary layers
    • G03C1/7642Photosensitive materials characterised by the base or auxiliary layers the base being of textile or leather
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/52Compositions containing diazo compounds as photosensitive substances

Definitions

  • This invention relates to the production of :effects (photographic or otherwise) on fabrics, films or other materials made of or containing 7 sicellulose acetate or other cellulose esters, for ex- 5. ample cellulose formate, propionate or butyrate.
  • materials comprising cellulose acetate or other cellulose esters and containing diazotizable amino compounds are diazotized, the materials then exposed to the action of light of locally varying intensity and the pattern or effect fixed by development with one or more components capable of converting the diazo body-into an azo compound.
  • the diazotizable amino compounds which may be simple amines or aminoazo compounds'and may be coloured or not, may be incorporatedjin the fabric, film or other material by any suitable means, but are preferably applied by immersing the material in an aqueous solution or dispersion.
  • Aqueous solutions of salts e. g. the hydro-chlorides, may be employed or aqueous solutions of the free bases where these are suiliciently soluble. If insufiiciently soluble the amines may still be applied as free bases in aqueous dispersions obtained by any suitable means, for example by grinding (e. g.
  • suitable amino bases may be applied from solution in organic solvents, for instance trichlorethylene, the solvent or solvent mixture being so chosen that it has no deleterious effect upon the cellulose ester.
  • the amino bases may be incorporated in the cellulose ester solution employed to manufacture the films, filaments or other products.
  • the material is preferably then dried under these restricted light conditions and under comparatively cool or cold conditions. If the diazo compound is itself sufliciently stable or if stabilizers be employed, the dried material containing the active diazo compound may be stored for future exposure and development. The invention iiicludes these dry materials containing the stable diazo compound.
  • film or other material thus prepared a light impression may now be obtained by any suitable means, for example by direct photography of the object in the usual way by employment of any form of camera, or by employment of any form of positive or negative or stencil or other device whereby the reflected or transmitted light incident on the material is locally varied in intensity so as to yield a design or picture as required. Exposure conditions will of course vary according to the diazo compound (or mixture) employed.
  • the material After a suitable exposure the material is sub jected to the development process, the developer being applied in dispersed or other form.
  • cellulose-ester-organic-base complex is combinations of diazo compounds which react 1'20 diflerently to light and yield different shadeswith the same or with mixed developers, wide varieties of effects are obtainable.
  • the materials may previously be dyed with, or may otherwise have incorporated therein, colouring matters which resist the diazotization process and the exposure to light, or alternatively colouring matters may be applied to the materials after the process of the present invention.
  • colouring matters which resist the diazotization process and the exposure to light
  • colouring matters may be applied to the materials after the process of the present invention.
  • Example 1 A satin fabric woven from cellulose acetate yarns is dyed" with 1% of its weight of dianisidine which has been previously dispersed by heating with five times its weight of sodium sulphorieinoleate before adding to the dyebath. The dyeing is continued for 1 hours at 80 C., after which the fabric is rinsed well in warm water and diazotized in a bath containing 2% sodium nitrite and 7% hydrochloric acid 32 Tw., calculated on the weight of fabric. After diazotizing for half an hour at room temperature the material is rinsed very well in cold water and dried. The drying, which is preferably effected on some stretching device to avoid creases in the fabric, is carried out in subdued light while maintaining the fabric fairly cool.
  • a piece of the dry diazotized fabric is placed in a photographic printing frame behind a transparent positive image and exposed for the neces sary time to sunlight or the carbon are, after which it is developed in a bath containing 1.5% of methaphenylene diamine, calculated on the weight of fabric.
  • the developing bath is raised from cold to 60 C. in V hour and maintained at 60 C. for hour.
  • the material is finally rinsed, soaped lightly and dried. A bright scarlet photograph is obtained on a very pale cream ground.
  • Example 2 A woven fabric composed of cellulose acetate yarns is dyed in a dyebath of volume ratio 50 to l with 2% of its weight of 2zamino-5-nitromethoxybenzene, previously solubilized by heating with five times its weight of sodium sulphoricinoleate. After dyeing for 1 hours at 80 C. the fabric is rinsed in warm water and diazotized and dried as in Example 1.
  • Example 3 A woven fabric composed of cellulose acetate yarns is dyed as in Example 1 with 1% of its weight of dianisidine and diazotized inthe manner givena The dried diazotized fabric is exposed under a stencil or a transparent positive photographic image to sunlight or the electric arc for'the necessary time and developed in a mixture of dimethylaniline and 2.3-oxynaphthoic acid. 1.5% 2.3-oxynaphthoic acid on the weight of fabric. is dispersed as in Example 2, and 1% dimethylaniline is dispersed by heating with sodi um sulphoricinoleate beforeadding to the developing bath. The print is developed in the mixed developers, raising to 60 C. in hour and maintaining at 60 -C.. hour. It is finally rinsed, soaped lightly and dried. A purple-brown design or photograph is obtained on a. pale but! ground.
  • Process for the production of pattern effects comprising diazotizing a material comprising a cellulose ester containing a diazotizable amine, exposing to the action of light of locally varying intensity and .fixing the pattern by development.
  • Process for the production of pattern effects comprising diazotizing a material comprising cellulose acetate containing a diazotizable amine, exposing to the action of light of locally varying intensity and fixing the pattern by development.
  • Process for the production of pattern effects comprising diazotizing a material comprising cellulose acetate containing a diazotizable amine, drying, exposing to the action of light of locally varying intensity and fixing the pattern 120 by development.
  • Process for the production of pattern effects comprising diazotizing a material comprising a cellulose ester containing a substantially colorless 'diazotizable amine, exposing tothe action of light of locally varying intensity and fixing the pattern by development.

Landscapes

  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
US327759A 1928-01-30 1928-12-21 Treatment of cellulose esters Expired - Lifetime US1943377A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2891/28A GB310773A (en) 1928-01-30 1928-01-30 Improvements in the production of pattern and like effects upon materials made of orcontaining cellulose esters

Publications (1)

Publication Number Publication Date
US1943377A true US1943377A (en) 1934-01-16

Family

ID=9747952

Family Applications (1)

Application Number Title Priority Date Filing Date
US327759A Expired - Lifetime US1943377A (en) 1928-01-30 1928-12-21 Treatment of cellulose esters

Country Status (3)

Country Link
US (1) US1943377A (fr)
FR (1) FR667210A (fr)
GB (1) GB310773A (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2531004A (en) * 1947-11-26 1950-11-21 Gen Aniline & Film Corp Acetonitriles as azo components in diazotypes
US2541178A (en) * 1945-08-18 1951-02-13 Gen Aniline & Film Corp Photographic process for dyeing of textile materials
US2552355A (en) * 1947-08-06 1951-05-08 Gen Aniline & Film Corp Diazotype layers having organic esters and nitriles containing an active methylene group as azo components
US3778270A (en) * 1970-11-12 1973-12-11 Du Pont Photosensitive bis-diazonium salt compositions and elements

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2541178A (en) * 1945-08-18 1951-02-13 Gen Aniline & Film Corp Photographic process for dyeing of textile materials
US2552355A (en) * 1947-08-06 1951-05-08 Gen Aniline & Film Corp Diazotype layers having organic esters and nitriles containing an active methylene group as azo components
US2531004A (en) * 1947-11-26 1950-11-21 Gen Aniline & Film Corp Acetonitriles as azo components in diazotypes
US3778270A (en) * 1970-11-12 1973-12-11 Du Pont Photosensitive bis-diazonium salt compositions and elements

Also Published As

Publication number Publication date
FR667210A (fr) 1929-10-14
GB310773A (en) 1929-04-30

Similar Documents

Publication Publication Date Title
US3353984A (en) Method for the preparation of lightsensitive diazotype materials and improved materials prepared by such method
US2537097A (en) Dyeing of textile materials by the use of light-sensitive diazo salts
US1943377A (en) Treatment of cellulose esters
US3113025A (en) Diazotype materials for the production of black images
US2616803A (en) Diazotype dyeing and printing of web or sheet material
US1972323A (en) Photographically printed fibrous product and method of producing the same
US1735963A (en) Dyeing of materials made of or containing cellulose derivatives
US2635535A (en) Mordanting
US2756144A (en) Photochemical multicolor printing of textile and the like
US3169869A (en) Diazotype material
US3164469A (en) One-component diazo process
US2156069A (en) Process of dyeing artificial textile materials from cellulose derivatives
US2416773A (en) Stabilized diazotype photoprinting materials
US2552354A (en) Diazotype layers containing diazos of n-(2-hydroxypropyl)-phenylenediamines
US2635536A (en) Mordanting
US2489537A (en) Dyeing vinyl chloride fibers with basic dyes
US2660526A (en) Diazotype reflex photoprinting
US2061688A (en) Manufacture of direct positives for autotype
US2040927A (en) Coloration of textile materials
US2078861A (en) Manufacture of azo dyestuffs
US2344974A (en) Dyeing cellulose derivatives
US1305962A (en) crabtree
US1610786A (en) Fabric with a design and process for making the same
US2069919A (en) Printing process
US2537924A (en) Photographic-imbibition dye printing process