US2719787A - Product and process for sterilizing paper and pulp products - Google Patents

Product and process for sterilizing paper and pulp products Download PDF

Info

Publication number
US2719787A
US2719787A US257429A US25742951A US2719787A US 2719787 A US2719787 A US 2719787A US 257429 A US257429 A US 257429A US 25742951 A US25742951 A US 25742951A US 2719787 A US2719787 A US 2719787A
Authority
US
United States
Prior art keywords
phenylmercuric
paper
cation
carboxymethylcellulose
pulp
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
US257429A
Inventor
Kamlet Jonas
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.)
KAMLET LAB
KAMLET LABORATORY
Original Assignee
KAMLET LAB
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 KAMLET LAB filed Critical KAMLET LAB
Priority to US257429A priority Critical patent/US2719787A/en
Application granted granted Critical
Publication of US2719787A publication Critical patent/US2719787A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B11/00—Preparation of cellulose ethers
    • C08B11/02—Alkyl or cycloalkyl ethers
    • C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
    • C08B11/10—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals substituted with acid radicals
    • C08B11/12—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals substituted with acid radicals substituted with carboxylic radicals, e.g. carboxymethylcellulose [CMC]
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
    • 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
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/21—Macromolecular organic compounds of natural origin; Derivatives thereof
    • D21H17/24—Polysaccharides
    • D21H17/25—Cellulose
    • 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
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/71—Mixtures of material ; Pulp or paper comprising several different materials not incorporated by special processes
    • D21H17/74—Mixtures of material ; Pulp or paper comprising several different materials not incorporated by special processes of organic and inorganic material
    • 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
    • D21H19/00—Coated paper; Coating material
    • D21H19/10—Coatings without pigments
    • D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
    • D21H19/34—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising cellulose or 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
    • D21H19/00—Coated paper; Coating material
    • D21H19/36—Coatings with pigments
    • D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
    • D21H19/52—Cellulose; 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
    • D21H21/36—Biocidal agents, e.g. fungicidal, bactericidal, insecticidal agents

Definitions

  • This invention relates to improved manufacture of pulp and paper products and particularly to the sterilization of pulp and paper products. More specifically, it provides novel compositions comprising phenylmercuric derivatives of carboxy methyl cellulose products which are substantive with and capable of imparting sterilizing properties to pulp and paper products as well as improved pulp and paper products produced by incorporation of the phenylmercuric derivatives of carboxy-methyl celluloses.
  • the present invention affords a simple and inexpensive means for rendering pulp, paper and similar materials sterile, that is, resistant to micro-organisms and capable of destroying on contact any micro-organism, pathogenic or not, which might come in contact with these materials.
  • the pulp and paper materials treated may be in the form of newsprint, wrapping paper, paper plates and dishes, articles of personal hygiene made of paper or paper pulp, diapers, sanitary napkins, articles of apparel, and similar objects and materials. The articles thus treated will not irritate the human skin and will not cause toxic manifestations if accidentally ingested.
  • the monomeric unit of the cellulose molecule (hereinafter referred to as the anhydro-glucose unit) is that portion enclosed within the parenthesis of the above structural formula.
  • the size of this cellulose molecule may vary considerably, but is usually of the order of about 200 to 600 anhydro-glucose units, i. e., n equals 200 to 600.
  • cellulose When reacted with chloroacetic acid or sodium chloroacetate in alkaline solution, cellulose gives the water soluble gum known variously as cellulose glycollic acid, carboxymethylcellulose, CMC, by way of examples.
  • This product has been described and subsequently improved upon by various workers and has become a major article of commerce, being manufactured throughout the world to the extent of many millions of pounds annually.
  • H OH CHzOH The more common grades of carboxymethylcellulose being manufactured have a degree of substitution varying between about 0.45 and 0.75 of a CH COOM group per anhydro-glucose unit introduced at intervals along the cellulosic chain.
  • the more common molecules of carboxymethylcellulose may be visualized as consisting of about 200 to 600 of anhydro-glucose units, with an average of from 0.45 to 0.75 hydroxyl group per anhydro-glucose unit etherified with a -CH COOM group.
  • less common molecules of carboxymethylcellulose may be used since the length of the cellulosic chain and its degree of substitution may be widely varied without departing from the spirit of my invention.
  • the M in the substituted anhydro-glucose units is an alkali metal cation and is more commonly sodium, but sodium may be replaced by potassium or other alkali metals. For simplification, however, I have referred to M as sodium.
  • new phenylmercuric derivatives of carboxymethylcellulose are obtained by partial or complete 'substitution of the sodium cation in a sodium carboxymethylcellulose with a phenylmercuric cation; e. g. by reaction in aqueous phase with a water soluble salt of phenylmercuric hydroxide, e. g. phenylmercuric acetate.
  • phenylmercuric carboxymethylcellulose is particularly active as a sterilization means but excellent agents for sterilizing pulp, paper and similar products are advantageously obtained by the substitution of the sodium cation in a sodium carboxymethylcellulose by the phenylmercuric cation to the extent of from about 5 to per cent of the total cation present.
  • the organic mercury compounds of the present invention are substantive to pulp and paper and will not leach out of such materials even on prolonged immersion or washing with water and render such paper permanently bactericidal and fungicidal. Because of the complexity of the new carboxymethylcellulose molecules it has been found desirable to refer to the percentages of the phenylmercuric cation organically bound in the form of the alkali metal-phenylmercuric carboxy-methylcelluloses. Preferably the new phenylmercuric compositions are incorporated into pulp and paper products to the extent of from about 0.0001 per cent to 0.1 per cent of the organically bound phenylmercuric cation on the basis of the dry weight of the paper.
  • compositions will not injure or adversely affect the human skin or cause undesirable irritation or allergic manifestations.
  • concentrations may be employed, but in any event the concentration of the phenylmercuric cation based on the total weight of the pulp or dry paper will be small and the proportion of the carboxymethylcellulose derivative will represent a minor proportion of the total weight.
  • the new phenylmercuric compositions may be prepared by reacting an aqueous solution (actually a colloidal gel) of sodium carboxymethylcellulose containing about 1 gram-equivalent of sodium cation with from about 0.05 to 1.00 gram-mole of a water-soluble salt of phenylmercuric hydroxide such as phenylmercuric acetate, phenylmercuric nitrate and the like.
  • the products are obtained inthe form of a precipitate of phenylmercuric carboxymethylcellulose or a complex sodio-phenylmercuric carboxymethylcellulose.
  • the new compositions are white amorphous solids which are insoluble in water and organic solvents.
  • the new compositions decompose with the liberation of free carboxymethylcellulose and the corresponding mineral acid salt strong of phenylmercuric hydroxide.
  • strong caustic soda When combined with strong caustic soda, they decompose with liberation of water-soluble sodiophenylmercuric hydroxide and the original sodium carboxymethylcellulose.
  • the new phenylmercuric carboxymethylcelluloses may be considered as cellulose molecules containing from about 200 to about 600 anhydro-glucose units, with an average ofabout 0.45 to 0.75 hydroxyl per anhydro-glucose unit etherified with a CH2COOM group and with the M cation varying from about 5 per cent phenylmercuric cation plus 95 per cent alkali metal cation in the molecule to per cent phenylmercuric cation in the molecule,
  • phenylmercuric cation that is where the phenylmercuric cation is present to the extent of at least about 5 per cent of the total of carboxy-linked cations.
  • the new phenylmercuric carboxymethylcellulose compositions may be incorporated in thepulp to produce improved pulp and paper products by adding the agent in the desired amount to the pulp in the conventional beater box in the mill.
  • the application may be made at or near room temperature 'or hot if desired.
  • the method of incorporation may be widely varied however since the agents may be also incorporated at any convenient prior or subsequent stage in the paper making process, for instance, by spraying on the sheets of finished paper, by incorporation with the paper size or by other appropriate means of application or incorporation with the paper or pulp.
  • Example I 18.5 grams of phenylmercuric acetate is stirred, in small portions, with vigorous agitation into one liter of a hot 8% solution of low-viscosity sodium carboxymethylcellulose. After three hours of stirring, a uniform gel of phenylmercuric sodio-carboxymethylcellulose is obtained, in which about 40% of the sodium has been substituted by the phenylmercuric cation and 60% remains as the sodium cation. One part of this gel is incorporated into the beater per 150 parts of pulp (dry weight) and thereafter becomes an integral part of the paper article produced from the pulp. The paper product contains the equivalent of 0.01% of organically bound phenylmercuric ion.
  • Example 11 is incorporated into the beater per 750 parts of pulp (dry weight) and thereafter becomes an integral part of the paper article produced from the pulp.
  • the paper product contains the equivalent of 0.001% of organically bound phenylmercuric ion.
  • Example III 45.0 grams of phenylmercuric acetate is stirred, in small portions, with vigorous agitation into two liters of a hot 4% solution of high-viscosity sodium carboxyme'thylcellulose. After three hours of stirring, a uniform gel of phenylmercuric carboxymethylcellulose is obtained. One part of this gel is incorporated in the beater per 170 parts of pulp (dry weight) and thereafter becomes an integral part of the paper article produced from thepulp.
  • the paper product contains the equivalent of 0.01% of organically bound phenylmercuric ion. In this product, about 95% to 100% of the sodium has been substituted by the phenylmercuric cation.
  • sheets of paper containing 0.0001 percent, 0.001 per cent, 0.01 per cent and 0.1 percent of phenylmercuric cation organically bound as phenylmercuric sodio-carboxymethylcellulose were dried at charomyces cerevisiae (American Type Culture Collection #4110), After five minutes, scrapings of each inoculated area were transplanted on nutrient agar plates. In no case was it possible to obtain a viable transplant, thus indicating the complete destruction of the micro-organisms in each case.
  • a phenylmercuric carboxymethylcellulose in which about 0.45 to 0.75 hydroxyl per anhydro-glucose unit of the-cellulose molecule is substituted with a -CH2COOM group and in which the cation M contains from about 5% of a phenylmercuric ion and about of an alkali metal to about of the phenylmercuric ion.
  • composition of claim 4 wherein the alkali metal is sodium.
  • Sterile paper pulp in which has been incorporated in minor-amount as an essential component a phenylmercuric alkali metal-carboxymethylcellulose in which the .phenylmercuric cation is present to the extent of at least about 5 of the total of carboxy linked cation.
  • cation M contains from about 5% of a phenylmercuric ion and about 95 of an alkali metal to about 100% of the phenylmercuric ion.
  • Sterile paper in which has been incorporated in minor amount as an essential component a 'phenyl mercuric alkali metal-carboxymethylcellulose in which the phenylmercuric cation is present to the extent of at least about 5% of the t'otalof carboxy linked cation.
  • Sterile paper in which has been incorporated in minor amount as an essential component a phenylmercuric carboxymethylcellulose in which about 0.45 to 0.75 hydroxyl per anhydro-glucose unit of the cellulose mo'lecule'is substituted with a -CH2COOM group and in which the cation M contains from about 5% of a phenylmercuric ion and about 95% of an alkali metal to about 100 of the phenylrnercuric ion.
  • Sterile paper in which has been'incoi'poratedas an essential component a phenylniercuric alkali metal-can" 'boxymethylcellulose in'whic'h'the phenylniercuric cation is room temperature for a week.
  • Each sheet was then inoculated with several drops of' viable cultures of Escherichia coli (American Type Culture Collection present to the extent of at least about 5% of the'tot'alof carboxy linked cation in an amount'providing from about 0.0001%" to about 0.1% organically bound phenylme'rcuric on the dr'y'weight of the paper.

Description

United States Patent PRODUCT AND PROCESS FOR STERILIZING PAPER AND PULP PRODUCTS No Drawing. Application November 20, 1951, Serial No. 257,429
Claims. (Cl. 92-3) by mesne assign- New York, N. Y.,
This invention relates to improved manufacture of pulp and paper products and particularly to the sterilization of pulp and paper products. More specifically, it provides novel compositions comprising phenylmercuric derivatives of carboxy methyl cellulose products which are substantive with and capable of imparting sterilizing properties to pulp and paper products as well as improved pulp and paper products produced by incorporation of the phenylmercuric derivatives of carboxy-methyl celluloses.
The present invention affords a simple and inexpensive means for rendering pulp, paper and similar materials sterile, that is, resistant to micro-organisms and capable of destroying on contact any micro-organism, pathogenic or not, which might come in contact with these materials. The pulp and paper materials treated may be in the form of newsprint, wrapping paper, paper plates and dishes, articles of personal hygiene made of paper or paper pulp, diapers, sanitary napkins, articles of apparel, and similar objects and materials. The articles thus treated will not irritate the human skin and will not cause toxic manifestations if accidentally ingested.
To better understand the basis of the present inven tion it is desirable to indicate the structure of the cellulose molecule.
(3112011 .5 at on. -0 n 3/! |\H on n (lJ o 1: l ji on; (|J O H\ l l /H 1h ()H DHIOH n H in; The monomeric unit of the cellulose molecule (hereinafter referred to as the anhydro-glucose unit) is that portion enclosed within the parenthesis of the above structural formula. The size of this cellulose molecule may vary considerably, but is usually of the order of about 200 to 600 anhydro-glucose units, i. e., n equals 200 to 600.
When reacted with chloroacetic acid or sodium chloroacetate in alkaline solution, cellulose gives the water soluble gum known variously as cellulose glycollic acid, carboxymethylcellulose, CMC, by way of examples. This product has been described and subsequently improved upon by various workers and has become a major article of commerce, being manufactured throughout the world to the extent of many millions of pounds annually.
H OH CHzOH The more common grades of carboxymethylcellulose being manufactured have a degree of substitution varying between about 0.45 and 0.75 of a CH COOM group per anhydro-glucose unit introduced at intervals along the cellulosic chain. Thus the more common molecules of carboxymethylcellulose may be visualized as consisting of about 200 to 600 of anhydro-glucose units, with an average of from 0.45 to 0.75 hydroxyl group per anhydro-glucose unit etherified with a -CH COOM group. However, less common molecules of carboxymethylcellulose may be used since the length of the cellulosic chain and its degree of substitution may be widely varied without departing from the spirit of my invention. The M in the substituted anhydro-glucose units is an alkali metal cation and is more commonly sodium, but sodium may be replaced by potassium or other alkali metals. For simplification, however, I have referred to M as sodium. According to the present invention, new phenylmercuric derivatives of carboxymethylcellulose are obtained by partial or complete 'substitution of the sodium cation in a sodium carboxymethylcellulose with a phenylmercuric cation; e. g. by reaction in aqueous phase with a water soluble salt of phenylmercuric hydroxide, e. g. phenylmercuric acetate. I have found that phenylmercuric carboxymethylcellulose is particularly active as a sterilization means but excellent agents for sterilizing pulp, paper and similar products are advantageously obtained by the substitution of the sodium cation in a sodium carboxymethylcellulose by the phenylmercuric cation to the extent of from about 5 to per cent of the total cation present.
The organic mercury compounds of the present invention are substantive to pulp and paper and will not leach out of such materials even on prolonged immersion or washing with water and render such paper permanently bactericidal and fungicidal. Because of the complexity of the new carboxymethylcellulose molecules it has been found desirable to refer to the percentages of the phenylmercuric cation organically bound in the form of the alkali metal-phenylmercuric carboxy-methylcelluloses. Preferably the new phenylmercuric compositions are incorporated into pulp and paper products to the extent of from about 0.0001 per cent to 0.1 per cent of the organically bound phenylmercuric cation on the basis of the dry weight of the paper. In such concentrations the compositions will not injure or adversely affect the human skin or cause undesirable irritation or allergic manifestations. For special purposes, however, much larger concentrations may be employed, but in any event the concentration of the phenylmercuric cation based on the total weight of the pulp or dry paper will be small and the proportion of the carboxymethylcellulose derivative will represent a minor proportion of the total weight.
The new phenylmercuric compositions may be prepared by reacting an aqueous solution (actually a colloidal gel) of sodium carboxymethylcellulose containing about 1 gram-equivalent of sodium cation with from about 0.05 to 1.00 gram-mole of a water-soluble salt of phenylmercuric hydroxide such as phenylmercuric acetate, phenylmercuric nitrate and the like. The products are obtained inthe form of a precipitate of phenylmercuric carboxymethylcellulose or a complex sodio-phenylmercuric carboxymethylcellulose. The new compositions are white amorphous solids which are insoluble in water and organic solvents. In strong mineral acids, the new compositions decompose with the liberation of free carboxymethylcellulose and the corresponding mineral acid salt strong of phenylmercuric hydroxide. When combined with strong caustic soda, they decompose with liberation of water-soluble sodiophenylmercuric hydroxide and the original sodium carboxymethylcellulose.
When the usual commercially available grades of carboxymethylcelluloses are used as starting materials, the new phenylmercuric carboxymethylcelluloses may be considered as cellulose molecules containing from about 200 to about 600 anhydro-glucose units, with an average ofabout 0.45 to 0.75 hydroxyl per anhydro-glucose unit etherified with a CH2COOM group and with the M cation varying from about 5 per cent phenylmercuric cation plus 95 per cent alkali metal cation in the molecule to per cent phenylmercuric cation in the molecule,
that is where the phenylmercuric cation is present to the extent of at least about 5 per cent of the total of carboxy-linked cations.
The new phenylmercuric carboxymethylcellulose compositions may be incorporated in thepulp to produce improved pulp and paper products by adding the agent in the desired amount to the pulp in the conventional beater box in the mill. The application may be made at or near room temperature 'or hot if desired. The method of incorporation may be widely varied however since the agents may be also incorporated at any convenient prior or subsequent stage in the paper making process, for instance, by spraying on the sheets of finished paper, by incorporation with the paper size or by other appropriate means of application or incorporation with the paper or pulp.
The following examples are given to illustrate the present invention, but not to limit it to the particular reagents, proportions or conditions described.
Example I 18.5 grams of phenylmercuric acetate is stirred, in small portions, with vigorous agitation into one liter of a hot 8% solution of low-viscosity sodium carboxymethylcellulose. After three hours of stirring, a uniform gel of phenylmercuric sodio-carboxymethylcellulose is obtained, in which about 40% of the sodium has been substituted by the phenylmercuric cation and 60% remains as the sodium cation. One part of this gel is incorporated into the beater per 150 parts of pulp (dry weight) and thereafter becomes an integral part of the paper article produced from the pulp. The paper product contains the equivalent of 0.01% of organically bound phenylmercuric ion.
Example 11 is incorporated into the beater per 750 parts of pulp (dry weight) and thereafter becomes an integral part of the paper article produced from the pulp. The paper product contains the equivalent of 0.001% of organically bound phenylmercuric ion.
Example III 45.0 grams of phenylmercuric acetate is stirred, in small portions, with vigorous agitation into two liters of a hot 4% solution of high-viscosity sodium carboxyme'thylcellulose. After three hours of stirring, a uniform gel of phenylmercuric carboxymethylcellulose is obtained. One part of this gel is incorporated in the beater per 170 parts of pulp (dry weight) and thereafter becomes an integral part of the paper article produced from thepulp. The paper product contains the equivalent of 0.01% of organically bound phenylmercuric ion. In this product, about 95% to 100% of the sodium has been substituted by the phenylmercuric cation.
In order to test the germicidal or fungicidal properties of the products prepared by the use of the new compounds of the present invention, sheets of paper containing 0.0001 percent, 0.001 per cent, 0.01 per cent and 0.1 percent of phenylmercuric cation organically bound as phenylmercuric sodio-carboxymethylcellulose were dried at charomyces cerevisiae (American Type Culture Collection #4110), After five minutes, scrapings of each inoculated area were transplanted on nutrient agar plates. In no case was it possible to obtain a viable transplant, thus indicating the complete destruction of the micro-organisms in each case.
In order to test the substantivity and leaching resistance of the above treated paper samples, each sample was leached in running water for one week, then carefully dried and the above tests repeated. The results were the same, i. e., in no casewasit possible to'obtain a viable transparent of the inoculated micro-organisms.
I claim:
1. Phenylmercuric carboxymethylcellulose.
2. A phenylmercuric alkali metal-carboxymethylcellulose in which the phenylmercuric cation is present to the extent of at least about 5% of the total of carboxy linked cation.
3. A phenylmercuric sodio-carboxymethylcellulose in which the phenylmercuric cation is present to the extent of at least about 5% of the total of carboxy linked cation.
4; A phenylmercuric carboxymethylcellulose in which about 0.45 to 0.75 hydroxyl per anhydro-glucose unit of the-cellulose molecule is substituted with a -CH2COOM group and in which the cation M contains from about 5% of a phenylmercuric ion and about of an alkali metal to about of the phenylmercuric ion.
'5. The composition of claim 4 wherein the alkali metal is sodium.
6. Sterile paper pulp in which has been incorporated in minor-amount as an essential component a phenylmercuric alkali metal-carboxymethylcellulose in which the .phenylmercuric cation is present to the extent of at least about 5 of the total of carboxy linked cation.
7. Sterile paper pulp in which has been incorporated in minor amount as an essential component a phenylmercuric carboxymethylcellulose in which about 0.45 to 0.75
hydroxyl per anhydro-glucose unit or the cellulose.
molecule is substituted with a CH2COOM group and in which the cation M contains from about 5% of a phenylmercuric ion and about 95 of an alkali metal to about 100% of the phenylmercuric ion. v
8. Sterile paper in which has been incorporated in minor amount as an essential component a 'phenyl mercuric alkali metal-carboxymethylcellulose in which the phenylmercuric cation is present to the extent of at least about 5% of the t'otalof carboxy linked cation.
9. Sterile paper in which has been incorporated in minor amount as an essential component a phenylmercuric carboxymethylcellulose in which about 0.45 to 0.75 hydroxyl per anhydro-glucose unit of the cellulose mo'lecule'is substituted with a -CH2COOM group and in which the cation M contains from about 5% of a phenylmercuric ion and about 95% of an alkali metal to about 100 of the phenylrnercuric ion.
10. Sterile paper in which has been'incoi'poratedas an essential component a phenylniercuric alkali metal-can" 'boxymethylcellulose in'whic'h'the phenylniercuric cation is room temperature for a week. Each sheet was then inoculated with several drops of' viable cultures of Escherichia coli (American Type Culture Collection present to the extent of at least about 5% of the'tot'alof carboxy linked cation in an amount'providing from about 0.0001%" to about 0.1% organically bound phenylme'rcuric on the dr'y'weight of the paper.
Referen'ces'Cited in the file of this patent U'NiTED STATES PATENTS 2,249,754" Ellsworth et a1. July 22,1941 2,349,797" Bock E May 30, 1944 2,400,544 Kline May 21,1946 2,416,447 Laughlin et a1 Feb. 25, 1947 Gillaspie Aug. 14, -1

Claims (2)

1. PHENYLMERCURIC CARBOXYMETHYLCELLULOSE.
8. STERILE PAPER IN WHICH HAS BEEN INCORPORATED IN MINOR AMOUNT AS AN ESSENTIAL COMPONENT A PHENYLMERCURIC ALKALI METAL-CARBOXYMETHYLCELLULOSE IN WHICH THE PHENYLMERCURIC CATION IS PRESENT TO THE EXTENT OF AT LEAST ABOUT 5% OF THE TOTAL OF CARBOXY LINKED CATION.
US257429A 1951-11-20 1951-11-20 Product and process for sterilizing paper and pulp products Expired - Lifetime US2719787A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US257429A US2719787A (en) 1951-11-20 1951-11-20 Product and process for sterilizing paper and pulp products

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US257429A US2719787A (en) 1951-11-20 1951-11-20 Product and process for sterilizing paper and pulp products

Publications (1)

Publication Number Publication Date
US2719787A true US2719787A (en) 1955-10-04

Family

ID=22976274

Family Applications (1)

Application Number Title Priority Date Filing Date
US257429A Expired - Lifetime US2719787A (en) 1951-11-20 1951-11-20 Product and process for sterilizing paper and pulp products

Country Status (1)

Country Link
US (1) US2719787A (en)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2249754A (en) * 1937-12-21 1941-07-22 Joseph F Haskins Low substituted alkyl cellulose ether
US2349797A (en) * 1942-01-17 1944-05-30 Rohm & Haas Alkali-soluble carboxyethyl cellulose ether
US2400544A (en) * 1944-10-24 1946-05-21 Western Union Telegraph Co Conductive paper
US2416447A (en) * 1943-07-27 1947-02-25 Du Pont Weather resistant flameproof paper
US2564430A (en) * 1946-03-30 1951-08-14 Hamilton Lab Inc Slime control

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2249754A (en) * 1937-12-21 1941-07-22 Joseph F Haskins Low substituted alkyl cellulose ether
US2349797A (en) * 1942-01-17 1944-05-30 Rohm & Haas Alkali-soluble carboxyethyl cellulose ether
US2416447A (en) * 1943-07-27 1947-02-25 Du Pont Weather resistant flameproof paper
US2400544A (en) * 1944-10-24 1946-05-21 Western Union Telegraph Co Conductive paper
US2564430A (en) * 1946-03-30 1951-08-14 Hamilton Lab Inc Slime control

Similar Documents

Publication Publication Date Title
EP0676415B1 (en) Process for producing low molecular weight polysaccharide ethers
JP2777279B2 (en) Wound dressing and method for producing the same
US2562488A (en) Germicidal reaction products of silver salts and monohydroxy-monoamino alkanes
CN109608554B (en) Preparation method of antibacterial cationic nano-fibrillated cellulose
US2618632A (en) Mixed cellulose ether and preparation thereof
US2931753A (en) Organic ammonium salts of polysaccharide carboxylic acids
JP6505901B1 (en) Carboxymethylated cellulose
US3087852A (en) Cationic polymeric dialdehydes and their use in making wet strength paper
US2719787A (en) Product and process for sterilizing paper and pulp products
US2692862A (en) Cleansing compositions having antibacterial properties
GB893283A (en) Modified cellulose
EP0051181B1 (en) Water-soluble mixed cellulose ethers with a phosphonomethyl substituent, and a process for their preparation
CN111035580B (en) Preparation method of liquid medicine system of low-permeability wet tissue
JPS6134004A (en) Novel cationized chitin and its production
GB516672A (en) Improvements in or relating to the production of cellulose derivatives
JP7191548B2 (en) Carboxymethylated cellulose
GB343521A (en) Improvements in or relating to the manufacture of cellulose ethers
KR100407880B1 (en) N-cyanomethylated chitosan and preparation method thereof
US3313803A (en) Hydroxyalkyl starch ether products
SU939448A1 (en) Process for producing methylcellulose
DE1108198B (en) Process for the production of thickeners for printing pastes
DE2244554A1 (en) METHOD OF MANUFACTURING A DETERGENT
DE519138C (en) Process for the production of novel cellulose derivatives
US2164585A (en) Adhesive
DE711429C (en) Process for the preparation of alkali-soluble salts of cellulose ether carboxylic acids