GB574425A - Improvements in or relating to the production of sheet wrapping materials - Google Patents

Improvements in or relating to the production of sheet wrapping materials

Info

Publication number
GB574425A
GB574425A GB17645/43A GB1764543A GB574425A GB 574425 A GB574425 A GB 574425A GB 17645/43 A GB17645/43 A GB 17645/43A GB 1764543 A GB1764543 A GB 1764543A GB 574425 A GB574425 A GB 574425A
Authority
GB
United Kingdom
Prior art keywords
stilbene
benzamido
cellulose
sheets
amino
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
GB17645/43A
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.)
British Cellophane Ltd
Original Assignee
British Cellophane Ltd
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 British Cellophane Ltd filed Critical British Cellophane Ltd
Publication of GB574425A publication Critical patent/GB574425A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41Compounds containing sulfur bound to oxygen
    • C08K5/42Sulfonic acids; Derivatives thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Sheets or films of organic material suitable for use as sheet wrapping material or light filters capable of affording substantially complete absorption of light rays in the region of the near ultra-violet and transparent to light rays of the visible spectrum are obtained by incorporating in the sheet or film a stilbene derivative or mixture of stilbene derivatives in finely-divided state having the formula <FORM:0574425/IV/1> wherein A and B represent mono-sulphonated benzene residues, and X, Y, W and Z represent benzene nuclei. One or more of the benzene residues A, B, W, X, Y and Z may have their NH and CO connections in ortho, meta or para position, and may have one or more of the hydrogen atoms replaced by a halogen, alkyl or alkoxy group. The sulphonic group, which may be free sulphonic acid, or a mono- or di-alkali-metal salt thereof, may be in the ortho or meta position to the ethylene residue of the stilbene residue. Specified stilbene derivatives are p : p1 - bis - [p - (p - amino - benzamido)benzamido - ]stilbene - o : o1 - disodium sulphonate, p : p1-bis-[m-(m-amino-benzamido-)benzamido-] stilbene-o : o1-disodium sulphonate, and p : p1-bis - [p - (m - amino - benzamido -)benzamido -] stilbene-o : o1-disodium sulphonate. Coated or uncoated films or sheets of regenerated cellulose, or lowly substituted cellulose ethers, e.g. glycol cellulose, methyl and ethyl cellulose, or lowly substituted cellulose esters, e.g. lowly substituted acetylated cellulose, or lowly substituted cellulose ether-esters, e.g. acetyl-ethyl cellulose, or sheets of polyvinyl alcohol, or sheets of glassine paper, tissue or heavier paper may have the stilbene derivative dispersed therein. Water-soluble stilbene derivatives may be dispersed in regenerated cellulose or other water-sensitive sheets by treating the formed or gelled sheets with an aqueous solution or dispersion of the derivative, to which may be added a softening agent, and the treated sheets are subsequently dried. Alternatively, the stilbene derivative may be dispersed in a coating composition which is applied to the base sheet, or in an anchoring composition between the base sheet and a coating composition. Numerous examples are given in which (I) regenerated cellulose film in the gel condition is passed through an aqueous bath at 82 DEG C. containing p : p1-bis-[p-(p-amino-benzamido)-benzamido]stilbene-o : o1-disodium sulphonate, glycerol and water, excess liquor removed, and the treated film dried; (V) regenerated cellulose film is passed through an aqueous bath containing glycerol, urea-formaldehyde isobutanol resin, citric acid, p : p1-bis-[p-(p-amino-benzamido - )benzamido - ] - stilbene - o : o1 - disodium sulphonate and water, excess liquor removed, and the sheet dried, rehumidified, and further coated with a moisture-proofing composition comprising cellulose nitrate, paraffin wax, dibutyl phthalate and dewaxed dammar resin. The sheet materials may be used as ultra-violet light protective wrappings for foodstuffs, fats, oils, or dyed fabrics, or as light filters in photographic filters or spectacles. The stilbene derivatives may be prepared, for example, by treating the sodium salt of p-nitrotoluene-o-sulphonic acid with sodium hypochlorite to yield the sodium salt of p : p1-dinitrostilbene-o : o1-disulphonic acid which is then subjected to neutral reduction to yield the corresponding di-amino stilbene derivative. The diamino derivative is treated with p-nitrobenzoyl chloride to yield the di-nitrobenzoyl derivative of the diamino stilbene derivative which in turn is reduced to the diamino-benzoyl derivative. A further nitrobenzoylation followed by another neutral reduction yields p : p1-bis-[p-(p-amino-benzamido)benzamido]-stilbene-o : o1-disodium sulphonate. Alternatively, the sodium salt of di-m-amino-benzoyl-diamino-stilbene disulphonic acid referred to in Specification 436,891 is treated with p-nitrobenzoyl chloride to yield the di-nitro benzoyl derivative which is then reduced to the corresponding bis-[(amino-benzamido-)benzamido]-stilbene disodium sulphonate. Specification 211,446, [Class 2 (ii)], also is referred to. The Specification as open to inspection under Sect. 91 states that the stilbene derivatives may be dispersed in sheets or films of cellulose substitution products soluble in organic solvents, e.g. cellulose nitrate, acetate, acetate-butyrate, or ethyl, propyl, benzyl and methyl-benzyl cellulose, or in sheets or films of rubber-like material, e.g. rubber hydrohalides, halogenated rubber, isomerized rubber and phenol modified rubber: or in sheets of polyvinyl resins, nylon or polythene. This subject-matter does not appear in the Specification as accepted.ALSO:Sheets or films of organic material suitable for use as sheet wrapping material for foodstuffs, particularly fats and oils, capable of affording substantially complete absorption of light rays in the region of the near ultra-violet and transparent to light rays of the visible spectrum are obtained by incorporating in the sheet or film a stilbene derivative or mixture of stilbene derivatives in finely divided state having the formula H-C-A-NH-CO-X-NH-CO-W-NH2 H-C-B-NH-CO-Y-NH-CO-Z-NH2 wherein A and B represent mono-sulphonated benzene residues, and X, Y, W and Z represent benzene nuclei. Specified stilbene derivatives are p:p1-bis- [p-(p-amido-benzamido) benzamido-] stilbene-o: o1-disodium sulphonate, p:p1-bis- [m-(m-amino-benzamido-) benzamido-] stilbene-o:o1-disodium sulphonate, and p:p1-bis- [p- (m-amino-benzanido-) benzamido-] stilbeneo:o1 disodium sulphonate, Coated or uncoated films or sheets of regenerated cellulose, or slowly substituted cellulose ethers, e.g. glycol cellulose, methyl and ethyl cellulose, or lowly substituted cellulose esters e.g. lowly substituted acetylated cellulose, or lowly substituted cellulose ether-esters, e.g., acetyl-ethyl cellulose, or sheets of polyvinyl alcohol or sheets of glassine paper, tissue or heavier paper may have the stilbene derivative dispersed therein. Water soluble stilbene derivatives may be dispersed in regenerated cellulose or other water sensitive sheets by treating the formed or gelled sheets with an aqueous solution or dispersion of the derivatives, to which may be added a softening agent, and the treated sheets are subsequently dried. Alternatively, the stilbene derivative may be dispersed in a coating composition, which is applied to the base sheet, or in an anchoring composition between the base sheet and a coating composition. Numerous examples are given in which regenerated cellulose film in the gel condition is passed through an aqueous bath at 82 DEG C. containing p:p1-bis- [p-(p-amino benzamido) benzamido] stilbene-o:o1-disodium sulphonate, glycerol and water, excess liquor removed, and the treated film dried or regenerated cellulose film is passed through an aqueous bath containing glycerol, urea-formaldehyde isobutanol resin, citric acid, p:p1-bis- [p-(p-amino-benzamido-) benzamido-] stilbeneo:o1-disodium sulphonate and water, excess liquor removed, and the sheet dried, rehumidified, and further coated with a moisture proofing composition comprising cellulose nitrate, paraffin wax, dibutyl phthalate and dewaxed dammar resin. Specifications 211,446, [Class 2 (ii)], and 436,891 are referred to. The Specification as open to inspection under Sect. 91 states that the stilbene derivatives may be dispersed in sheets or films of cellulose substitution products soluble in organic solvents e.g. cellulose nitrate, acetate, acetate-butyrate, or ethyl, propyl benzyl and methyl-benzyl cellulose, or in sheets or films of rubber-like material e.g. rubber hydrohalides, halogenated rubber, isomerised rubber and phenol modified rubber, or in sheets of polyvinyl resins, nylon or polythene. This subject matter does not appear in the Specification as accepted.
GB17645/43A 1942-11-24 1943-10-26 Improvements in or relating to the production of sheet wrapping materials Expired GB574425A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US574425XA 1942-11-24 1942-11-24

Publications (1)

Publication Number Publication Date
GB574425A true GB574425A (en) 1946-01-04

Family

ID=22010582

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17645/43A Expired GB574425A (en) 1942-11-24 1943-10-26 Improvements in or relating to the production of sheet wrapping materials

Country Status (1)

Country Link
GB (1) GB574425A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2360401A1 (en) * 1976-08-04 1978-03-03 Solvay PROCESS FOR THE PRODUCTION OF ORIENTED SHEETS IN THERMOPLASTIC RESIN PROTECTED AGAINST THE ACTION OF ULTRAVIOLET RAYS

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2360401A1 (en) * 1976-08-04 1978-03-03 Solvay PROCESS FOR THE PRODUCTION OF ORIENTED SHEETS IN THERMOPLASTIC RESIN PROTECTED AGAINST THE ACTION OF ULTRAVIOLET RAYS

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