US2222532A - Sheet material - Google Patents

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Publication number
US2222532A
US2222532A US714728A US71472834A US2222532A US 2222532 A US2222532 A US 2222532A US 714728 A US714728 A US 714728A US 71472834 A US71472834 A US 71472834A US 2222532 A US2222532 A US 2222532A
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US
United States
Prior art keywords
acid
formula
sheet material
hydroxynaphthoic
sheet
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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
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US714728A
Inventor
Eggert John
Wendt Bruno
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WALTHER H DUISBERG
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WALTHER H DUISBERG
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/06—Coating with compositions not containing macromolecular substances
    • C08J7/065—Low-molecular-weight organic substances, e.g. absorption of additives in the surface of the article
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41—Compounds containing sulfur bound to oxygen
    • C08K5/42—Sulfonic acids; Derivatives thereof
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D21H21/143—Agents preventing ageing of paper, e.g. radiation absorbing substances
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2301/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives

Definitions

  • the aforesaid drawback is avoided by incorporating in the envelopes a substance which has not only the required optical properties, but also has a substantivecharacter and therefore has so strong an aflinity to the sheet material from which the protective envelopes have been produced that it is no longer removed by moisture.
  • the envelopes may be made from sheets of cellulose hydrate, paper, parchment, cellulose derivatives or the like. As compounds which have the required properties for instance, the following are suitable:
  • All compounds enumerated are suitable for use with sheets made from cellulose for instance, paper or parchment .or for use with sheets from cellulose hydrate or from gelatin.
  • the 2.3-hydroxynaphthoic-amino sulfonic acid is also suitable for use with sheets from cellulose acetate.
  • the sheets having incorporated in them colored or colorless substances absorbing ultra-violet rays may also receive an addition of a substance preventing oxidation of the first named substance, for instance, hydroquinone.
  • Example 1 A sheet of cellulose hydrate is soaked with an aqueous solution of 2 to 5 per cent strength of the sodium salt of the urea of p aminobenzoyl-p-phenylenediaminosulfonic acid corresponding with the formula:
  • SOaNB I mNO-o o-wn-O-nn at a temperature of 50 C.
  • the solution may contain an addition of 1 to 5 per cent. of hydroquinone.
  • the sheet may be after-treated with glycerine for increasing flexibility.
  • Example 2 A sheet of cellulose hydrate is soaked with an aqueous solution of the sodium salt of di-m-aminobenzoyl-diaminostilbenedisulfonic acid, corresponding with the formula O-CmOH-ECOg-NH-O 0% washed with water and subsequently treated in a glycerin bath.
  • Example 3 Pergamyne paper is treated with a solution of the sodium salt of 4.4'-di-(p-aminobenzoylamino) -diphenyl-2.2'-disulfonic acid corresponding with the formula 1-m-c o-O-Nm NHC o-O-mcnm After the compound has been absorbed the mass is made into paper in the usual way.
  • Example 5 A sheet of cellulose hydrate is treated with a solution of the sodium salt' alkali of 0.5 per cent strength containing percent of the weight of the gelatin used of 2.3-hydroxynaphthoic-aminosulfonic acid-a-naphthalide corresponding with the formula The solution is then caused to solidify and washed with water. The gelatin obtained is mixed with three times its weight of untreated gelatin and made into sheets.
  • a process of producing a wrapping material which comprises incorporating in a sheet of cellulose hydrate the sodium salt of the urea of p-aminobenzoyl-p-phenylenediamine sulfonic acid corresponding with the formula SOaH mN-O-c O-NH NHC GONE:
  • a process of producing a wrapping material which comprises incorporating in a sheet of gelatin 2.3-hydroxynaphthoic-aminosulfonic acida-naphthalide corresponding with the formula C0-NH-SOr-NH 3.
  • a process of producing a wrapping material which comprises incorporating in a sheet of cellulose hydrate the tetramethyldiaminodibenzoyl compound of benzidine-2.2-disulionic acid corresponding with the formula HZNOIC 0-NH SOrH (cram-O0 0-NH 4.
  • a sheet of cellulose hydrate containing the sodium salt of the urea oi p-aminoben'zoyl-pphenylenediamine sulfonic acid corresponding with the formula SOrH 5.
  • a process of producing a wrapping material which comprises incorporating in a sheet material permeable to ultra violet rays a compound. substantive to said sheet material, selected from, the class consisting of diaminodibenzoyl compounds of p-phenylenediamine disulionic acid,
  • arylides or 2.3-hydroxynaphthoic acid the arylides of 2.3 hydroxynaphthoic a'minosulionic acid, salicyl-p'-aminosalicoyl-m ?-aminophenol,
  • phenylamine carboxylic acid (1.2.5-trichloro-' benzene 4 sulro) -(4'.6'-dichloro-1'-phenol-2'- sulfo) -1".3'.'-phenylenediamine, and 4-chloro-1- phenol 2.6-disulfo-bis-3'-acetylamide-1'-anilide in sufllcient amount to efiectively absorb ultraviolet rays.
  • a sheet material permeable to ultra violet rays containing a substance preventing oxidation and a compound, substantive to said sheet material, selected from the class consisting of diaminodibenzoyl compounds of p-phenylenediamine disultonic acid, p-phenylenediamine sulfonic acid and 3.6-diaminocarbazole disultonic acid, the sodium salt of 4.4'-tetramethyldiamin0- dibenzoyl 4.4'- .diamino-diphenyl-2.2' disulfonic acid and substitution products thereof, the sodium salt of di-m-amino-benzoyl-diaminostilbene disulfonic acid, the arylides of 2.3-hydroxynaphthoic acid, the arylidesoi 2.3-hydroxynaphthoic-aminosulfonic acid, salicyl-p-aminosalicoyl-m"-aminophenol, 3-hydroxy-diphenylamine,

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Paper (AREA)

Description

v Patented Nov. 19, 1940 UNIT D ST TES PATENT: OFFICE SHEET MATERIAL John Eggert, Leipzig-Gohlis, and Bruno Wendt, Dessau in Anhalt, Germany, asslgnors, by means assignments, to Walther H. Duisberg, New York,
No Drawing, Application March a, 1934, Serial No. 714,728. in Germany March 11, 1933 Our present invention relates to and one of its objects is an improved protective envelope for goods of any kind capable of being aflected (onomOoo-Nn quinine sulfate. The protective envelopes pre pared in this manner, however, have the drawback that the substances incorporated in them are eliminated by the action of moisture. Thus it happens, for instance, that by the moisture of victuals wrapped in envelopes of such kind, part of the incorporated substance is transferred to the victuals.
According to this invention the aforesaid drawback is avoided by incorporating in the envelopes a substance which has not only the required optical properties, but also has a substantivecharacter and therefore has so strong an aflinity to the sheet material from which the protective envelopes have been produced that it is no longer removed by moisture. The envelopes may be made from sheets of cellulose hydrate, paper, parchment, cellulose derivatives or the like. As compounds which have the required properties for instance, the following are suitable:
(1) The diamincdibenzoyl compounds of pphenylenediamine disulfonic acid, corresponding with the formula Q0 0-NH SOsH NIH-CO and 3.6-diaminocarbazole disulfonic acid, corresponding with the formula OH: CH; inn-O0 o-nNmNH-c O-ONH: N
HOiS 8 01K (2) The sodium salt of 4.4'-tetramethyldiaminodibenzoyl-4.4'- diamino diphenyl -2.2'-disulfonic acid. corresponding with the formula or a substitution product thereof, for instance, the dianisidine disulfonic acid derivatives,
(3) The arylides of 2.3-hydroxynaphthoic acid corresponding with the formula and derivatives, for instance 011.0 c 0-NHO on no 0 ONHONHC o and the arylides of 2.3-hydroxynaphthoic-aminosulfonic acid,
(4) Salicyl-p'-aminosalicoyl-m"-aminophen- 01 corresponding with the formula (5) 3 hydroxydiphenylamlne, corresponding with the formula (6) The m-aminoanilide of 3-hydroxy-4'- spending with the formula OH NH:
('7) (1.2.5-trichlorobenzene-4-su1fo)-(4'.6'- dichloro-1'-phenol-2'-sulfo) -1" .3 phenylenediamine corresponding with the formula NH-S C] S Oa-NH H l (8) 4-chloro-1-phenol-2.6-disulfo bis -3'-acewnomG-o 0NH tylamide-1'-anilide corresponding with the formula OH Box-NEG QNH0,SC? NHCOCH:
NHCOCH:
All compounds enumerated are suitable for use with sheets made from cellulose for instance, paper or parchment .or for use with sheets from cellulose hydrate or from gelatin. The 2.3-hydroxynaphthoic-amino sulfonic acid is also suitable for use with sheets from cellulose acetate.
If required, the sheets having incorporated in them colored or colorless substances absorbing ultra-violet rays, may also receive an addition of a substance preventing oxidation of the first named substance, for instance, hydroquinone.
The following examples illustrate the invention:
Example 1.-A sheet of cellulose hydrate is soaked with an aqueous solution of 2 to 5 per cent strength of the sodium salt of the urea of p aminobenzoyl-p-phenylenediaminosulfonic acid corresponding with the formula:
SOaNB I mNO-o o-wn-O-nn at a temperature of 50 C. If required the solution may contain an addition of 1 to 5 per cent. of hydroquinone. If desired the sheet may be after-treated with glycerine for increasing flexibility.
Example 2.-A sheet of cellulose hydrate is soaked with an aqueous solution of the sodium salt of di-m-aminobenzoyl-diaminostilbenedisulfonic acid, corresponding with the formula O-CmOH-ECOg-NH-O 0% washed with water and subsequently treated in a glycerin bath.
Example 3.Pergamyne paper is treated with a solution of the sodium salt of 4.4'-di-(p-aminobenzoylamino) -diphenyl-2.2'-disulfonic acid corresponding with the formula 1-m-c o-O-Nm NHC o-O-mcnm After the compound has been absorbed the mass is made into paper in the usual way.
Example 5.A sheet of cellulose hydrate is treated with a solution of the sodium salt' alkali of 0.5 per cent strength containing percent of the weight of the gelatin used of 2.3-hydroxynaphthoic-aminosulfonic acid-a-naphthalide corresponding with the formula The solution is then caused to solidify and washed with water. The gelatin obtained is mixed with three times its weight of untreated gelatin and made into sheets.
What we claim is:
1. A process of producing a wrapping material which comprises incorporating in a sheet of cellulose hydrate the sodium salt of the urea of p-aminobenzoyl-p-phenylenediamine sulfonic acid corresponding with the formula SOaH mN-O-c O-NH NHC GONE:
2. A process of producing a wrapping material which comprises incorporating in a sheet of gelatin 2.3-hydroxynaphthoic-aminosulfonic acida-naphthalide corresponding with the formula C0-NH-SOr-NH 3. A process of producing a wrapping material which comprises incorporating in a sheet of cellulose hydrate the tetramethyldiaminodibenzoyl compound of benzidine-2.2-disulionic acid corresponding with the formula HZNOIC 0-NH SOrH (cram-O0 0-NH 4. A sheet of cellulose hydrate containing the sodium salt of the urea oi p-aminoben'zoyl-pphenylenediamine sulfonic acid corresponding with the formula SOrH 5. A sheet of gelatin containing 2.3-hydroxynaphthoic aminosulfonic acid a naphthalide corresponding with the formula I co-nn-sm-xm 6. A sheet of cellulose hydrate containing the tetramethyldiaminodibenzoyl compound 0! benzidine-2.2'-disulionic acid corresponding with the formula (calm-Q0 0 1m 7. A process of producing a wrapping material which comprises incorporating in a sheet material permeable to ultra violet rays a compound. substantive to said sheet material, selected from, the class consisting of diaminodibenzoyl compounds of p-phenylenediamine disulionic acid,
'p-phenvlenediamine sulionic acid and 3.6-diaminocarbazole disulfonic acid, the sodium salt of 4.4-tetramethyldiamino-dibenzoyl-4.4'-diaminodiphenyl-2.2' disulfonic acid and substitution products thereof,. the sodium salt of di-m-amino-benzoyl-diaminostilbene disulfonic acid, the
arylides or 2.3-hydroxynaphthoic acid, the arylides of 2.3 hydroxynaphthoic a'minosulionic acid, salicyl-p'-aminosalicoyl-m ?-aminophenol,
3-hydroxy-diphenylamine, m-aminoanilide of 3- hydroxy-4'-chlorodiphenylamine c a r b 0; y l i c acid, (1.2.5 trichlorobenzeneA-suliol (4'.6'-dichloro-1'-phenol-2'-sulto) l".3"-phenylenediaphenyl-22' disulfonic acid and substitution products thereof, the sodium salt of di-m-aminobenzoyl-diaminostilbene disulfonic acid, the arylides of 2.3-hydroxynaphthoic acid, the aryl: ides oi 2.3-hydroxynaphthoic-aminosulionic acid. salicylp'- aminosalicoyl m"- aminophenol, 8-
hydroxy-diphenylamine, m-aminoanilide of 3- hydroxy 4' chloro diphenylamine carboxylic acid, (1.2.5 trichlorobenzene-4-sulfo) -(4'.6-dichloro-l-phenol-2'-sulfo) -1".3"- phenylenediamine, and 4-chloro-1-phenol-2.6-disulio-bis-3'- acetylamide-1'-anilide in suflicient amount to effectively absorb ultra-violet rays.
9JA sheet material permeable to ultra violet rays containing a compound, substantive to said sheet material, selected from the class consistin of diaminodibenzoyl compounds of p-phen'ylenediamine disulfonic acid, p-phenylenediamine sulionic acid and 3.6-diaminocarbazole disulionic acid, the sodium salt of 4.4-tetramethyldiaminodibenzoyl-4.4 '-diamino diphenyl-2.2' disultonic acid and substitution products thereof, the sodiumsalt of di-m-amino-benzoyl-diaminostilbene disulfonic acid, the arylides of 2.3-hydroxynaphthoic acid, the arylides of 2.3-hydroxynaphthoic-aminosulfonic acid, salicyl-p'-aminosalicoyl-m"-aminophenol, 3-hydroxy diphenylamine, m-aminoanilide of 3-hydroxy-4'-chlorodi- NH-C OC N(CHO):
phenylamine carboxylic acid, (1.2.5-trichloro-' benzene 4 sulro) -(4'.6'-dichloro-1'-phenol-2'- sulfo) -1".3'.'-phenylenediamine, and 4-chloro-1- phenol 2.6-disulfo-bis-3'-acetylamide-1'-anilide in sufllcient amount to efiectively absorb ultraviolet rays.
10. A sheet material permeable to ultra violet rays containing a substance preventing oxidation and a compound, substantive to said sheet material, selected from the class consisting of diaminodibenzoyl compounds of p-phenylenediamine disultonic acid, p-phenylenediamine sulfonic acid and 3.6-diaminocarbazole disultonic acid, the sodium salt of 4.4'-tetramethyldiamin0- dibenzoyl 4.4'- .diamino-diphenyl-2.2' disulfonic acid and substitution products thereof, the sodium salt of di-m-amino-benzoyl-diaminostilbene disulfonic acid, the arylides of 2.3-hydroxynaphthoic acid, the arylidesoi 2.3-hydroxynaphthoic-aminosulfonic acid, salicyl-p-aminosalicoyl-m"-aminophenol, 3-hydroxy-diphenylamine, m-aminoanilide of 3-hydroxy-4'-chlorodiphenylamine carboxylic acid, (1.2.5-trichlorobenzene 4 sulto) -(4'.6'-dichlorc-1'-phenol-2'-sul to)-1".3"-phenylenediamine, and 4-chloro-lphenol-2.6-dis'ulfo bis-3"-acetylamide-1'-ani1ide in suificient amount to effectively absorb ultraviolet rays.
11. A process as defined in claim 7 wherein the sheet material is a cellulosic material.
12. A process as defined in claim 8 wherein the sheet material is a cellulosic material.
13. A product as defined in claim 9 wherein the sheet material is a cellulosic material.
14. A product as defined in claim 10 wherein the sheet material is a cellulosic material.
JOHN EGGEBT. BRUNO WENDT.
US714728A 1933-03-11 1934-03-08 Sheet material Expired - Lifetime US2222532A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE972067C (en) * 1941-02-18 1959-05-14 Agfa Ag Process for increasing the whiteness of photographic reflective images
US3076723A (en) * 1958-05-26 1963-02-05 Du Pont Coating weight determination by means of ultraviolet light
US3337357A (en) * 1960-03-09 1967-08-22 Gen Aniline & Film Corp New ultra-violet light stabilized compositions, processes for preparing same and uses thereof
US4627889A (en) * 1983-03-30 1986-12-09 Ciba-Geigy Corporation Process for sizing paper with anionic hydrophobic sizing agents and cationic retention aids

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE972067C (en) * 1941-02-18 1959-05-14 Agfa Ag Process for increasing the whiteness of photographic reflective images
US3076723A (en) * 1958-05-26 1963-02-05 Du Pont Coating weight determination by means of ultraviolet light
US3337357A (en) * 1960-03-09 1967-08-22 Gen Aniline & Film Corp New ultra-violet light stabilized compositions, processes for preparing same and uses thereof
US4627889A (en) * 1983-03-30 1986-12-09 Ciba-Geigy Corporation Process for sizing paper with anionic hydrophobic sizing agents and cationic retention aids

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