US1862565A - Waterproofing composition and articles treated therewith - Google Patents
Waterproofing composition and articles treated therewith Download PDFInfo
- Publication number
- US1862565A US1862565A US291480A US29148028A US1862565A US 1862565 A US1862565 A US 1862565A US 291480 A US291480 A US 291480A US 29148028 A US29148028 A US 29148028A US 1862565 A US1862565 A US 1862565A
- Authority
- US
- United States
- Prior art keywords
- shells
- treated therewith
- waterproofing composition
- articles treated
- styrene
- 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
- 239000000203 mixture Substances 0.000 title description 7
- 238000004078 waterproofing Methods 0.000 title description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000004922 lacquer Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000008199 coating composition Substances 0.000 description 2
- XJELOQYISYPGDX-UHFFFAOYSA-N ethenyl 2-chloroacetate Chemical compound ClCC(=O)OC=C XJELOQYISYPGDX-UHFFFAOYSA-N 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 229920001567 vinyl ester resin Polymers 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- HGAZMNJKRQFZKS-UHFFFAOYSA-N chloroethene;ethenyl acetate Chemical compound ClC=C.CC(=O)OC=C HGAZMNJKRQFZKS-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical group CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- D21H23/00—Processes or apparatus for adding material to the pulp or to the paper
- D21H23/02—Processes or apparatus for adding material to the pulp or to the paper characterised by the manner in which substances are added
- D21H23/22—Addition to the formed paper
- D21H23/66—Treating discontinuous paper, e.g. sheets, blanks, rolls
-
- 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
- D21H17/02—Material of vegetable origin
-
- 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
- D21H17/03—Non-macromolecular organic compounds
-
- 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
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
Definitions
- one coat increased the time limit for total immersion in water without swelling or opening of crimp from two hours to seven hours.
- Example 2 Parts by a weight Vinyl chloride, alpha polymer 18 This composition gave results similar to those in Example 1.
- Example 5 Parts by weight Vinyl chloride-vinyl acetate polymer--- 37 Solvent-acetone 25; ethyl acetate 25;
- compositions are useful for this purpose, such as polymers of other vinyl esters, especially the esters of higher fatty acids and polymerized vinyl ethers; polymers of allylene compounds; 'homologues of meta styrene, such as polymers of ethyl styrene and paramethyl styrene; and polymers of other highly unsaturated hydrocarbons.
- meta styreneand its homologues such as meta proofing composition containing many other solvent for paraflin such as benzene or gasoline, or to subject them to a moderate bufiing treatment.
- a shotgun shell treated with a composition containing meta styrene 1.
- a shotgun shell coated with a composition containing meta styrene 1.
- softeners including dibutyl phthalate, tricresyl phosphate and butyl stearate.
- these compounds may be incorporated in dipping lacquers and used as coating compositions on loaded shells, or may be employed for the impregnation of shells previous to loading.
- the impregnated shells, previous to loading may be subjected to a baking process to increase their water resistance.
- the water resistance of shells treated with polymerized vinyl chloracetate is markedly increased by baking at 65 C. for two hours, or at higher temperatures for correspondingly shorter periods of time. If the loaded shells are of the ordinary paraflin impregnated type, it is usually advisable to wash the shells with-a
Landscapes
- Paper (AREA)
Description
Patented an, 14, 1932 UNITED STATES PATENT OFFICE CHARLES E. BURKE AND WALTER E. LAWSON, OF WILMINGTON, DELAWARE, ASSIGNORS TO E. I. DU PONT DE NEMOURS 8; COMPANY, OF WILMINGTON, DELAWARE, A COR- roaamon or DELAWARE warnnrnoormo comrosn'ron AND ARTICLES ram-ran rnnanwrrn no Drawing. Application filed July 9,
, of being waterproof and sufliciently rigid to hold their shape and at the same time preserve their elasticity.
It is therefore an object of this invention to improve the waterproofing of paper and articles treated therewith.
It is another object of this invention to produce a stiffer and more uniform shell, so
that better patterns are secured and more uniform velocity is obtained, and to produce a shell having an improved appearance.
It is a further object of this invention to improve the waterproofing and stiffening of a s otgun shell without unduly sacrificing its elasticity;
It is also an object of this invention to make shells more resistant to abrasion, which is caused by the long continued tumbling often encountered when shells are carried loose in V a hunting jacket, so they will retain their i rapidly) by heating to form a har close shooting qualities.
-We have found that these objects can be accomplished by treating paper or articles made therefrom, such as shotgun shells, with solutions containing a polymerizable substituted ethylene. An example of such a polymerizable substituted ethylene is styrene whlch can be dissolved in a suitable solvent (with or without a softener, and with or without coloring matter), applied to the shell, and polymerized by standing, or (more resistant,
and waterproof surface.
We have found that these objects can be 1928. Serial No. 291,480.
Ewample 1 Parts by weight Meta styrene 18 Tricresyl phosphate i 3. 6
Solvent-Ethyl acetate 20; butyl acetate 30; toluene 30; xylene 20 100 l Used as a spraying lacquer over paraflin impregnated shells, one coat increased the time limit for total immersion in water without swelling or opening of crimp from two hours to seven hours. Used as a dipping lacquer, two coats increased the time limit to eight hours.
Example 2 Parts by a weight Vinyl chloride, alpha polymer 18 This composition gave results similar to those in Example 1.
Example 3 Parts by weight Polymerized' vinyl chloroacetate; 25
Solvent-Ethyl acetate 40; butyl acetate 35; acetone 15; cellosolve acetate 10-- 100 shells to from five to five and one-half hours for the treated shells. a
' spraying or Ewam le 4 p Parts by weight Vinyl chloride, acetone soluble polymer. 11
Polymerized vinyl acetate 11 Solvent-Acetone 20; ethyl acetate 20;
butyl acetate30; chlorobenzene 30...." 100 Used as a dipping lacquer, two coats increased the time limit to seven hours.
Example 5 Parts by weight Vinyl chloride-vinyl acetate polymer--- 37 Solvent-acetone 25; ethyl acetate 25;
butyl acetate 20; toluene 30 100 This mixture, being of greater viscosity than any of the preceding lac uers, gave exceptionally high protection. hotgunshells were protected for 20 to 24 hours and even longer without any change in their appearance.
Although the examples given are limited to meta styrene and vinyl esters, compositions are useful for this purpose, such as polymers of other vinyl esters, especially the esters of higher fatty acids and polymerized vinyl ethers; polymers of allylene compounds; 'homologues of meta styrene, such as polymers of ethyl styrene and paramethyl styrene; and polymers of other highly unsaturated hydrocarbons.
We have found it desirable to modify meta styreneand its homologues, such as meta proofing composition containing many other solvent for paraflin such as benzene or gasoline, or to subject them to a moderate bufiing treatment.
Although we have stressed herein the use of our coating composition for waterproofing shotgun shells, it is equall useful for waterproofing or moisture-proo g paper for other purposes.
As many apparently widely different embodiments of this invention maybe made without departing from the spirit thereof, it is to be understood that we do not limit ourselves to the foregoing examples or description, except as indicated in the following patent claims.
We claim:
1. A shotgun shell treated with a composition containing meta styrene.
2. A shotgun shell coated with a composition containing meta styrene.
3. A shotgun shell coated with a waterabout 18 by weight of meta styrene, about 3.6 parts by weight of tricresyl phosphate, and about 100 parts by weight of solvent.
In testimony whereof we afiix our signatures.
CHARLES E. BURKE. WALTER E. LAWSON.
parts paramethyl styrene and other substitution products, to soften them and render them less brittle, suitable softeners including dibutyl phthalate, tricresyl phosphate and butyl stearate.
We have also found it desirable to modify polymerized vinyl chloride, by treatin with suitable softeners, such as dibutyl phtialate or glyceryl dibenzyl ether, by mixing with drying oils, such as China wood, linseed, and perilla oils, or by adding other compatible vinyl derivatives, such as vinyl acetate.
These compounds may be incorporated in dipping lacquers and used as coating compositions on loaded shells, or may be employed for the impregnation of shells previous to loading. If desired, the impregnated shells, previous to loading, may be subjected to a baking process to increase their water resistance. For example, the water resistance of shells treated with polymerized vinyl chloracetate is markedly increased by baking at 65 C. for two hours, or at higher temperatures for correspondingly shorter periods of time. If the loaded shells are of the ordinary paraflin impregnated type, it is usually advisable to wash the shells with-a
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US291480A US1862565A (en) | 1928-07-09 | 1928-07-09 | Waterproofing composition and articles treated therewith |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US291480A US1862565A (en) | 1928-07-09 | 1928-07-09 | Waterproofing composition and articles treated therewith |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1862565A true US1862565A (en) | 1932-06-14 |
Family
ID=23120467
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US291480A Expired - Lifetime US1862565A (en) | 1928-07-09 | 1928-07-09 | Waterproofing composition and articles treated therewith |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1862565A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2457775A (en) * | 1943-10-27 | 1948-12-28 | Owens Corning Fiberglass Corp | Manufacture of glass fibers |
| US2567706A (en) * | 1946-01-09 | 1951-09-11 | Hefco Lab | Moisture-destructible container |
| US3009419A (en) * | 1958-02-27 | 1961-11-21 | Jr Franklin B Clay | Ammunition for electrically fired weapons |
| US3048105A (en) * | 1957-09-03 | 1962-08-07 | Press & Stanzwerk A G | Aluminum alloy cartridge case |
-
1928
- 1928-07-09 US US291480A patent/US1862565A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2457775A (en) * | 1943-10-27 | 1948-12-28 | Owens Corning Fiberglass Corp | Manufacture of glass fibers |
| US2567706A (en) * | 1946-01-09 | 1951-09-11 | Hefco Lab | Moisture-destructible container |
| US3048105A (en) * | 1957-09-03 | 1962-08-07 | Press & Stanzwerk A G | Aluminum alloy cartridge case |
| US3009419A (en) * | 1958-02-27 | 1961-11-21 | Jr Franklin B Clay | Ammunition for electrically fired weapons |
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