US2758943A - Process of superficially saponifying a strip of cellulose ester - Google Patents

Process of superficially saponifying a strip of cellulose ester Download PDF

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Publication number
US2758943A
US2758943A US481714A US48171455A US2758943A US 2758943 A US2758943 A US 2758943A US 481714 A US481714 A US 481714A US 48171455 A US48171455 A US 48171455A US 2758943 A US2758943 A US 2758943A
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US
United States
Prior art keywords
strip
aqueous
fatty acid
baths
treatment
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
US481714A
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English (en)
Inventor
Alink Roelof Jan Hendrik
Jaspers Johannes Corn Antonius
Tijs Willem Van Rijssel
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Hartford National Bank and Trust Co
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Hartford National Bank and Trust Co
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
Priority to BE503729D priority Critical patent/BE503729A/xx
Priority to NL76311D priority patent/NL76311C/xx
Priority to GB13077/51A priority patent/GB696103A/en
Priority to FR1045757D priority patent/FR1045757A/fr
Priority to US230245A priority patent/US2704262A/en
Priority claimed from US230245A external-priority patent/US2704262A/en
Application filed by Hartford National Bank and Trust Co filed Critical Hartford National Bank and Trust Co
Priority to US481714A priority patent/US2758943A/en
Application granted granted Critical
Publication of US2758943A publication Critical patent/US2758943A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • G03C1/795Photosensitive materials characterised by the base or auxiliary layers the base being of macromolecular substances
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B3/00Preparation of cellulose esters of organic acids
    • C08B3/22Post-esterification treatments, including purification
    • C08B3/24Hydrolysis or ripening
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/24Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24942Structurally defined web or sheet [e.g., overall dimension, etc.] including components having same physical characteristic in differing degree
    • Y10T428/2495Thickness [relative or absolute]

Definitions

  • This invention relates to an improved method of making cellulosic and more particularly to cellulosic films which are to be subsequently impregnated with ig se itive system containing'a di'afzoniumcompound, and is 'a division of our 'co-pen'ding application, ,Ser. No; 230,- I-2 45,1fi1ed June 6, 19 1, new U Pat n No- 2,704,262.
  • One of theafter-treatments containsan anti-peeling agent which shrinksan'int'ermg diate partially 'saponified layer such that upon subsequent immersion of the strip in an aqueous solution, for instance when impregnating the strip with 'a water-soluble lightsensitive system no stresses are created in the saponified layer which would cause it to peel from the underlying unsaponified portion of the strip.
  • the invention is particularly applicable to cellulose diesters which are subject to peeling after saponification.
  • a fatty ester of cellulose containing more than 1.5 and less than 3.0 fatty acid radicals per glucose residue after superficial saponification i. e. by immersion of a strip of this material in a saponifying bath for a given period of time to saponify at least one side of the strip to a desired depth, is immersed in a bath containing an anti-peeling agent which is capable of shrinking a layer intermediate the outer surface of the strip and the unsaponified portion of the strip which contains 0.5 to 1.5 fatty acid radicals per glucose residue.
  • Anti-peeling agents suitable for the aforesaid purposes are: primary saturated alcohols having a main chain of from 4 to 11 carbon atoms, such as butanol-l; a mixture of about one part of butanol-l and about one part of either benzene or toluene; a mixture of about one part of butanol-l and about one part of tetrahydronaphthalene; a mixture of about one part of butanol-l and about one part of diethyl ether; a solution of about 1.5 n phosphoric acid and butanol-l.
  • salt of a 'sulphated hy droxycarbdni c acid having at least 10 carbon atoms for example, nium'or sodiunisalts of ricinolic acid 'esterified with s'ul ⁇ phu iC a id, in additionsodium oleate, the sodium s'altof pfoctylbenzenesulphonic acid, cationegenou's dispersion agents such as dodecylaminehydrochloride or compo nds derived therefrom and in addition nc'm-ion forming persion agentasuch as polyethers, derived from methylene for ethylene oxide, which at the end of the chain,'ar e eisterified, for example, witha lauryl alcohol.
  • nc'm-ion forming persion agenta such as polyethers, derived from methylene for ethylene oxide, which at the end of the chain,'ar e eisterified
  • An after-treatment bath may contain both an antipeeling ag'ent for partially esterified cellulose containing from 0.5 to 1.5 radicals of fattyacid per glucose residue and a solvent for the plasticiser. It must be noted that'ja great number of non-ion-form'ing shrinking a'gent's'also have a dissolvingefiect on plasticisers. l
  • the thickness of the regenerated cellulose layer is 10 n and that of the intermediate layer 4 ,u.
  • the adhesion of the saponified layer to the non-saponified substratum is excellent.
  • the butanol-toluene mixture may be replaced with equally satisfactory results by a mixture of butanol-l with benzene or with tetrahydronaphthalene or with diethyl-ether.
  • Example II A web ,u. thick and made of cellulose acetate having an acetic acid content of 53.3% is passed mechanically at 23.5 C. at the rate of 60 seconds per bath in succession through the following baths:
  • the web is then sprayed with water for 30 seconds and after skimming at 90 C. dried with a warm flow of air.
  • the thickness of the regenerated cellulose layer is a and that of the intermediate layer 3
  • the adhesion of the saponified layer to the substratum is excellent.
  • the concentration of phosphoric acid should not be excessive since otherwise the surface of the saponified layer, which in itself is readily adhesive, tends to become slightly shrivelled.
  • a process of superficially saponifying a strip of cellulose ester containing between 1.5 and 3.0 radicals of fatty acid per glucose residue which comprises the steps of immersing said strip in a saponifying bath containing at least 0.1 normal solution of an alkali hydroxide and an alcoholic solvent to effect rapid saponification of said strip for a time sufficient to produce a partially saponified layer in said strip containing between 0.5 and 1.5 fatty acid radicals per glucose residue, and thereafter immersing said strip for at least 45 seconds in butanol-l.
  • a process of superficially saponifying a strip of cellulose ester containing between 1.5 and 3.0 radicals of fatty acid per glucose residue which comprises the steps of immersing said strip in a saponifying bath containing at least 0.1 normal solution of an alkali hydroxide and I,
  • a process of superficially saponifying a strip of cellulose ester containing between 1.5 and 3.0 radicals of fatty acid per glucose residue which comprises the steps of immersing said strip in a saponifying bath containing at least 0.1 normal solution of an alkali hydroxide and an alcoholic solvent to effect rapid saponification of said strip for a time sufiicient to produce a partially saponified intermediate layer in said strip containing between 0.5 and 1.5 fatty acid radicals per glucose residue, and thereafter immersing said strip for at least 45 seconds in a mixture of about one part of butanol-l and about one part of tetrahydronaphthalene.
  • a process of superficially saponifying a strip of cellulose ester containing between 1.5 and 3.0 radicals :of fatty acid per glucose residue which comprises the steps of immersing said strip in a saponifying bath containing at least 0.1 normal solution of an alkali hydroxide and an alcoholic solvent to effect rapid saponification of said strip for a time sufiicient to produce a partially saponified intermediate layer in said strip containing between 0.5 and 1.5 fatty acid radicals per glucose residue, and thereafter immersing said strip for atleast 45 seconds in a mix-v ture of about one part of butanol-l and about one part of diethyl ether.
  • a process of superficially saponifying a strip of cellulose ester containing between 1.5 and 3.0 radicals of fatty acid per glucose residue which comprises the steps of immersing said strip in a saponifying bath containing at least 0.1 normal solution of an alkali hydroxide and an alcoholic solvent to efiect rapid saponification of said strip for a time sufficient to produce a partially saponified intermediate layer in said strip containing between 0.5 and 1.5 fatty acid radicals per glucose residue, and thereafter immersing said strip for at least seconds in a solution of about 1.5 n phosphoric acid in butanol-l.

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  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Biochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Treatments Of Macromolecular Shaped Articles (AREA)
US481714A 1950-06-06 1955-01-13 Process of superficially saponifying a strip of cellulose ester Expired - Lifetime US2758943A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
BE503729D BE503729A (es) 1950-06-06
NL76311D NL76311C (es) 1950-06-06
GB13077/51A GB696103A (en) 1950-06-06 1951-06-01 Improvements in or relating to methods of producing superficially saponified films or the like of fatty acid cellulose esters
FR1045757D FR1045757A (fr) 1950-06-06 1951-06-04 Procédé de fabrication de feuilles, pellicules et articles analogues saponifiés superficiellement
US230245A US2704262A (en) 1950-06-06 1951-06-06 Method of superficially saponifying a cellulose ester film
US481714A US2758943A (en) 1950-06-06 1955-01-13 Process of superficially saponifying a strip of cellulose ester

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
NL696103X 1950-06-06
US230245A US2704262A (en) 1950-06-06 1951-06-06 Method of superficially saponifying a cellulose ester film
US481714A US2758943A (en) 1950-06-06 1955-01-13 Process of superficially saponifying a strip of cellulose ester

Publications (1)

Publication Number Publication Date
US2758943A true US2758943A (en) 1956-08-14

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US481714A Expired - Lifetime US2758943A (en) 1950-06-06 1955-01-13 Process of superficially saponifying a strip of cellulose ester

Country Status (5)

Country Link
US (1) US2758943A (es)
BE (1) BE503729A (es)
FR (1) FR1045757A (es)
GB (1) GB696103A (es)
NL (1) NL76311C (es)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3078178A (en) * 1960-03-02 1963-02-19 Polaroid Corp Method of hydrolizing and polishing surface of cellulose ester substrate and photographic product produced therefrom
US3969541A (en) * 1971-03-26 1976-07-13 Fuji Photo Film Co., Ltd. Diffusion transfer image receptive materials
US20100316861A1 (en) * 2006-10-30 2010-12-16 Lofo High Tech Film Gmbh Plasticizer for protective films

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3078178A (en) * 1960-03-02 1963-02-19 Polaroid Corp Method of hydrolizing and polishing surface of cellulose ester substrate and photographic product produced therefrom
US3969541A (en) * 1971-03-26 1976-07-13 Fuji Photo Film Co., Ltd. Diffusion transfer image receptive materials
US20100316861A1 (en) * 2006-10-30 2010-12-16 Lofo High Tech Film Gmbh Plasticizer for protective films

Also Published As

Publication number Publication date
FR1045757A (fr) 1953-12-01
BE503729A (es)
GB696103A (en) 1953-08-26
NL76311C (es)

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