US1767543A - Process of bleaching cellulose products - Google Patents
Process of bleaching cellulose products Download PDFInfo
- Publication number
- US1767543A US1767543A US254607A US25460728A US1767543A US 1767543 A US1767543 A US 1767543A US 254607 A US254607 A US 254607A US 25460728 A US25460728 A US 25460728A US 1767543 A US1767543 A US 1767543A
- Authority
- US
- United States
- Prior art keywords
- bleaching
- rayon
- organic
- peracid
- acid
- 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
Links
- 238000000034 method Methods 0.000 title description 32
- 238000004061 bleaching Methods 0.000 title description 28
- 229920002678 cellulose Polymers 0.000 title description 17
- 239000001913 cellulose Substances 0.000 title description 16
- 229920000297 Rayon Polymers 0.000 description 24
- 239000002964 rayon Substances 0.000 description 22
- 239000000243 solution Substances 0.000 description 22
- 239000007844 bleaching agent Substances 0.000 description 20
- 239000000047 product Substances 0.000 description 17
- 235000010980 cellulose Nutrition 0.000 description 15
- 239000000463 material Substances 0.000 description 15
- 150000007524 organic acids Chemical class 0.000 description 14
- 239000002253 acid Substances 0.000 description 8
- 150000004967 organic peroxy acids Chemical class 0.000 description 8
- 150000004965 peroxy acids Chemical class 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- -1 organic peracids Chemical class 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000012670 alkaline solution Substances 0.000 description 6
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229920002955 Art silk Polymers 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- QYFBSUCRERIFQO-UHFFFAOYSA-N dioxane-3,6-dione Chemical compound O=C1CCC(=O)OO1 QYFBSUCRERIFQO-UHFFFAOYSA-N 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 235000005985 organic acids Nutrition 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000002939 deleterious effect Effects 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 1
- ZKQDCIXGCQPQNV-UHFFFAOYSA-N Calcium hypochlorite Chemical compound [Ca+2].Cl[O-].Cl[O-] ZKQDCIXGCQPQNV-UHFFFAOYSA-N 0.000 description 1
- 101100289061 Drosophila melanogaster lili gene Proteins 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- PDAVOLCVHOKLEO-UHFFFAOYSA-N acetyl benzenecarboperoxoate Chemical compound CC(=O)OOC(=O)C1=CC=CC=C1 PDAVOLCVHOKLEO-UHFFFAOYSA-N 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229940106135 cellulose Drugs 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000000051 modifying effect Effects 0.000 description 1
- 229940099990 ogen Drugs 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
- D06L4/15—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen using organic agents
Definitions
- This invention relates to a process of bleaching cellulose products such as artificial silk, cellulose ester fibers, artificial. horses..s ll aeli tli lili; but Particular- 5 1y artificial silkf commonly "known "as rayon.
- The'principal object of the invention is to provide a process of bleaching cellulose products without substantial deterioration 1 or lowering of the grade of the products treated.
- Another object of the invention is to provide a rapid, efiicient, and relatively inexpensive process of bleaching rayon.
- a further object of the invention is to provide a process of producing rayon of superior quality and improved luster.
- a further object of the invention is to provide a process of bleaching cellulose 0 products wherein a peroxidized organic acid is employed as the bleaching agent.
- alkaline solutions such as solutions of sodium hypochlorite, h ,dr ogen ergggide, calcium hypochlorite and the 1 e, and 1n processes wherein.
- acid solutions such as solutions of permanganates
- bleaching agents there is a substantial loss in the market value of the product treated due to the deterioration and lowering of the grade of the product resulting from the deleterious action of the bleaching agent on the material treated.
- the strength and elasticity of the rayon are materially decreased due to the modifying action of the alkaline material on the rayon.
- various salts are deposited on the rayon and all of these salts cannot be or are not removed in the subsequent washing treatment. In.
- organic bleaching agent peroxidized organic acids such as organic peracids, notably acetic peracid, and organic peroxids such as benzoyl peroxid.
- organic peroxids although but slightly soluble in water have been found to be effective bleaching agents for cellulose proclucts particularly when employed at a temperature slightly in excess of ordinary room temperature.
- organic peracids and especially acetic peracid in a lQlltlalorslightly acid solution An alkaline solution of an organic peracid may be employed but we do not recommend this procedure because of the deleterious effect of alkaline solutions on the strength and elasticity of rayon.
- organic peracids we have found that the following are particularly adapted for use in connection with our process: benzoyl peracid, phthalyl peracid, acetyl peracid, succinyl peracid, maleic peracid and fumaric peracid.
- benzoyl peroxid phthalyl peroxid, acetyl peroxid, succinyl peroxid, succinyl peroxid acid, benzoyl acetyl peroXid, maleic peroxid, and fumaric peroXid are particularly adapted for use in the practice of our process.
- the theory by which the bleaching of cellulose products takes place when these bleaching agents are employed is not definitely known, it is believed that the organic peroxids hydrolyze in an aqueous solution to form organic acid and an organic peracid and that the organic peracid serves as the bleaching agent.
- benzoyl peroxid when treated with water probably hydrolyzes in accordance with the following equation to give a mixture of benzoic acid and benzoic peracid:
- the amount of organic bleaching agents to be used in any particular case will vary according to the condition of the material to be treated, its initial color, the process of producing the material, the temperature and time of the bleaching operation, and upon the exact color or finish desired in the bleached material.
- the amount of bleaching agent to be employed is generally very small. For example, we have found 3 grams of benzoyl peracid in 10 liters of water is more than sufficient to bleach one kilogram of air-dried, unbleached viscose rayon. lVhen using this amount of bleaching agent, the bleaching action will be complete in about one hour, the bleaching solution being maintained at approximately ordinary room temperature.
- the bleaching process may be accomplished in a shorter period of time if the temperature of the bleaching solution is slightly raised. It has been found that rayon may be immersed in a bleaching solution of the character referred to for about twelve hours without detrimentally affecting to any substantial extent the finish or the elasticity of the bleached rayon. By employing a temperature of 85 to 65 0., more rapid penetration of the rayon by the bleaching agent may be obtained and the time of bleaching may be shortened. However, at these temperatures there is a slight decomposition of the bleaching agent in such manner that the decomposed portion does not serve to bleach the material and hence the use of higher temperatures is not always advisable.
- succinyl peroxid acid is particularly adapted for use since this compound is a peroxid which is moderately soluble in water and that the peracid produced therefrom is relatively stable in an aqueous solution.
- acetic peracid solution containing acetic peracid in an amount equal to 0.4 per cent of the weight of the rayon to be bleached has been found to produce an excellent, rapid bleach for rayon either at ordinary room temperature or at a materially higher temperatue as, for example, at a temperature of approximately 50 C.
- no special treatment is required and the goods may be taken directly to the driers or they may be subjected to any supplementary treatment.
- rayon bleached by any of the above mentioned organic bleaching agents may be removed from the bleaching bath, rinsed in warm or cold water, soaped, dyed, or dried in any usual or desired manner or otherwise submitted to any finishing treatment.
- rayon as employed is intended to include all types of artificial silk whether such silk be made by the viscose process, the cellulose acetate process, or by any other process for the production of artificial silk.
- peroxidizcd organic acids as employed in the claims is meant to include both organic acid peroxids and organic peracids.
- the peracids may be used alone or may be used as produced in the process from the organic acid peroxids by the hydrolytic action of the solvent.
- solution as employed in the claims is meant a true solution or a suspension or emulsion so miscible with the solvent employed as to form in effect a solution.
Description
8-111. SR l P198309 SR 3 7529542 1 v cAnoN oF iExhLEs a HBERS,
1 1 Patented June 24, 1930 UNITED STATS PATENT OFFICE RALPH H. MCKEE, OF JERSEY CITY, EARLE H. MORSE, OF NU'ILEY, AND PHILIP ED- WARD ROLLHAUS, OF EAST ORANGE, NEW JERSEY, ASSIGNORS TO PILOT LABORA- TOBY, INQ, OF ARLINGTON, NEW JERSEY, A CORPORATION OF NEW JERSEY PROCESS OF BLEAOHING CELLULOSE ZEROD'UCTS No Drawing.
This invention relates to a process of bleaching cellulose products such as artificial silk, cellulose ester fibers, artificial. horses..s ll aeli tli lili; but Particular- 5 1y artificial silkf commonly "known "as rayon.
The'principal object of the invention is to provide a process of bleaching cellulose products without substantial deterioration 1 or lowering of the grade of the products treated.
Another object of the invention is to provide a rapid, efiicient, and relatively inexpensive process of bleaching rayon.
5 A further object of the invention is to provide a process of producing rayon of superior quality and improved luster.
A further object of the invention is to provide a process of bleaching cellulose 0 products wherein a peroxidized organic acid is employed as the bleaching agent.
Other objects and advantages of the invention will become apparent from the following description.
In the methods of bleaching rayon now commonly practiced wherein alkaline solutions, such as solutions of sodium hypochlorite, h ,dr ogen ergggide, calcium hypochlorite and the 1 e, and 1n processes wherein.
acid solutions, such as solutions of permanganates, are employed as bleaching agents, there is a substantial loss in the market value of the product treated due to the deterioration and lowering of the grade of the product resulting from the deleterious action of the bleaching agent on the material treated. For example, in the alkaline processes the strength and elasticity of the rayon are materially decreased due to the modifying action of the alkaline material on the rayon. Moreover, in the acid processes various salts are deposited on the rayon and all of these salts cannot be or are not removed in the subsequent washing treatment. In.
addition, these processes are relatively expensive and involve a great amount of handling of the product being treated.
We have discovered that we can treat cel lulose products and particularly rayon with organic bleaching agents in neutral, alka- Serial No. 254,607.
line, or acid solutions and preferably neuprocess we are able to produce commercially,
highly satisfactory white or bleached rayon of a high degree of purity.
In the preferred practice of our process we prefer to employ as an organic bleaching agent peroxidized organic acids such as organic peracids, notably acetic peracid, and organic peroxids such as benzoyl peroxid. The organic peroxids although but slightly soluble in water have been found to be effective bleaching agents for cellulose proclucts particularly when employed at a temperature slightly in excess of ordinary room temperature. However, we prefer to employ in the practice of our process organic peracids and especially acetic peracid in a lQlltlalorslightly acid solution. An alkaline solution of an organic peracid may be employed but we do not recommend this procedure because of the deleterious effect of alkaline solutions on the strength and elasticity of rayon. Of the organic peracids we have found that the following are particularly adapted for use in connection with our process: benzoyl peracid, phthalyl peracid, acetyl peracid, succinyl peracid, maleic peracid and fumaric peracid.
Of the organic peroxids we have found that benzoyl peroxid, phthalyl peroxid, acetyl peroxid, succinyl peroxid, succinyl peroxid acid, benzoyl acetyl peroXid, maleic peroxid, and fumaric peroXid are particularly adapted for use in the practice of our process. Although the theory by which the bleaching of cellulose products takes place when these bleaching agents are employed is not definitely known, it is believed that the organic peroxids hydrolyze in an aqueous solution to form organic acid and an organic peracid and that the organic peracid serves as the bleaching agent. For example, benzoyl peroxid when treated with water probably hydrolyzes in accordance with the following equation to give a mixture of benzoic acid and benzoic peracid:
( GHSCO :03 1120- 0011 00 OH o nacooon The amount of organic bleaching agents to be used in any particular case will vary according to the condition of the material to be treated, its initial color, the process of producing the material, the temperature and time of the bleaching operation, and upon the exact color or finish desired in the bleached material. However, the amount of bleaching agent to be employed is generally very small. For example, we have found 3 grams of benzoyl peracid in 10 liters of water is more than sufficient to bleach one kilogram of air-dried, unbleached viscose rayon. lVhen using this amount of bleaching agent, the bleaching action will be complete in about one hour, the bleaching solution being maintained at approximately ordinary room temperature. It will be obvious that the bleaching process may be accomplished in a shorter period of time if the temperature of the bleaching solution is slightly raised. It has been found that rayon may be immersed in a bleaching solution of the character referred to for about twelve hours without detrimentally affecting to any substantial extent the finish or the elasticity of the bleached rayon. By employing a temperature of 85 to 65 0., more rapid penetration of the rayon by the bleaching agent may be obtained and the time of bleaching may be shortened. However, at these temperatures there is a slight decomposition of the bleaching agent in such manner that the decomposed portion does not serve to bleach the material and hence the use of higher temperatures is not always advisable.
lVe have discovered that when employing bleaching agents such as benzoyl peroxid which are only slightly soluble in water, the peroxid may be used in a fine suspension in water, preferably in a soap emulsion. The efficiency of the bleaching process is enhanced by the use of such an emulsion and rayon having a particularly soft finish is produced. In bleaching rayon according to this method we have successfully used ap proximately 1.5 grams of benzoyl peroxid suspended in approximately 5v liters of water to treat approximately one kilogram of rayon.
e also have found that succinyl peroxid acid is particularly adapted for use since this compound is a peroxid which is moderately soluble in water and that the peracid produced therefrom is relatively stable in an aqueous solution.
An acetic peracid solution containing acetic peracid in an amount equal to 0.4 per cent of the weight of the rayon to be bleached, the solution having been rendered distinctly acid either by the use of acetic acid or sulfuric acid, has been found to produce an excellent, rapid bleach for rayon either at ordinary room temperature or at a materially higher temperatue as, for example, at a temperature of approximately 50 C. After bleaching and rinsing, no special treatment is required and the goods may be taken directly to the driers or they may be subjected to any supplementary treatment.
Although we prefer to use organic bleaching agents in acid solutions for bleaching rayon, it is to be understood that satisfactory bleaches may be obtained by using the bleaching agents in alkaline solutions. If alkaline solutions are employed we prefer to use solutions which are only slightly alkaline, employing, for example, solutions of sodium phosphate or sodium bicarbonate rather than the more alkaline solutions of sodium carbonate or caustic soda. However, by exercising special care in handling the rayon we have obtained satisfactory results when employing solutions of strongly alkaline materials such as caustic soda. Soap solutions and soluble oils such, for example, as Turkey red oil, may advantageously be used in the bleaching bath, and in case the fibers are greasy or oily, such solutions have distinctly advantageous properties.
As will be readily understood, rayon bleached by any of the above mentioned organic bleaching agents may be removed from the bleaching bath, rinsed in warm or cold water, soaped, dyed, or dried in any usual or desired manner or otherwise submitted to any finishing treatment.
It is to be understood that we may e1nploy a single peroxidized organic acid or mixture of several of such compounds. However, we have found that the use of a solution of a single peroxidized organic acid aroduces wholly satisfactory results in bleaching cellulose products.
The term rayon as employed is intended to include all types of artificial silk whether such silk be made by the viscose process, the cellulose acetate process, or by any other process for the production of artificial silk.
The term peroxidizcd organic acids as employed in the claims is meant to include both organic acid peroxids and organic peracids. The peracids may be used alone or may be used as produced in the process from the organic acid peroxids by the hydrolytic action of the solvent.
By the term solution as employed in the claims is meant a true solution or a suspension or emulsion so miscible with the solvent employed as to form in effect a solution.
lVhile we have described in detail the preferred practice of our process and the materials which we prefer to employ, it is to be understood that we are not limited wa QHUJEECAL MODIFI- iBEFiS,
thereto except as set forth in the subjoined claims.
We claim:
1. The process of bleaching cellulose products which comprises subjecting the material to be treated to the action of a peroxidized organic acid.
2. The process of bleaching cellulose products which comprises subjecting the material to be treated to the action of a mixture of peroxidized organic acids.
3. The process of bleaching cellulose products which comprises subjecting the material to be treated to the action of an organic peracid.
4. The process of bleaching cellulose products which comprises subjecting the material to be treated to the action of a solution of a peroxidized organic acid.
5. The process of bleaching cellulose prod ucts which comprises subjecting the material to be treated to the action of an aqueous solution of a peroxidized organic acid.
6. The process of bleaching cellulose products which comprises subjecting the material to be treated to the action of a neutral solution of a peroxidized organic acid.
7. The process of bleaching cellulose products which comprises subjecting the material to be treated to the action of an aqueous neutral solution of a peroxidized organic acid.
In testimony whereof we aflix our signatures.
RALPH H. McKEE. EARLE H. MORSE. PHILIP EDWARD ROLLHAUS.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US254607A US1767543A (en) | 1928-02-15 | 1928-02-15 | Process of bleaching cellulose products |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US254607A US1767543A (en) | 1928-02-15 | 1928-02-15 | Process of bleaching cellulose products |
Publications (1)
Publication Number | Publication Date |
---|---|
US1767543A true US1767543A (en) | 1930-06-24 |
Family
ID=22964924
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US254607A Expired - Lifetime US1767543A (en) | 1928-02-15 | 1928-02-15 | Process of bleaching cellulose products |
Country Status (1)
Country | Link |
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US (1) | US1767543A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2426142A (en) * | 1943-09-01 | 1947-08-19 | Du Pont | Bleaching cotton textile goods |
US2442332A (en) * | 1943-07-27 | 1948-06-01 | Celanese Corp | Treatment of wood pulp |
US2527546A (en) * | 1948-02-12 | 1950-10-31 | Buffalo Electro Chem Co | Production of fused collars |
US2670266A (en) * | 1949-12-08 | 1954-02-23 | Du Pont | Textile bleach-finish process |
US2720441A (en) * | 1953-09-21 | 1955-10-11 | Du Pont | Peroxygen bleaching of nylon |
DE969093C (en) * | 1948-11-11 | 1958-04-30 | Aschaffenburger Zellstoffwerke | Process for the production of bleached cellulose from wood or other vegetable material |
US3709778A (en) * | 1971-01-12 | 1973-01-09 | Atlantic Richfield Co | Method for bleaching groundwood pulp with tertiary butyl hydroperoxide |
-
1928
- 1928-02-15 US US254607A patent/US1767543A/en not_active Expired - Lifetime
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2442332A (en) * | 1943-07-27 | 1948-06-01 | Celanese Corp | Treatment of wood pulp |
US2426142A (en) * | 1943-09-01 | 1947-08-19 | Du Pont | Bleaching cotton textile goods |
US2527546A (en) * | 1948-02-12 | 1950-10-31 | Buffalo Electro Chem Co | Production of fused collars |
DE969093C (en) * | 1948-11-11 | 1958-04-30 | Aschaffenburger Zellstoffwerke | Process for the production of bleached cellulose from wood or other vegetable material |
US2670266A (en) * | 1949-12-08 | 1954-02-23 | Du Pont | Textile bleach-finish process |
US2720441A (en) * | 1953-09-21 | 1955-10-11 | Du Pont | Peroxygen bleaching of nylon |
US3709778A (en) * | 1971-01-12 | 1973-01-09 | Atlantic Richfield Co | Method for bleaching groundwood pulp with tertiary butyl hydroperoxide |
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