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WO1996004591A1 - Parties moulees utilisees pour fabriquer des materiaux photosensibles pour la photographie et compositions de resine utilisees pour les produire - Google Patents

Parties moulees utilisees pour fabriquer des materiaux photosensibles pour la photographie et compositions de resine utilisees pour les produire Download PDF

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Publication number
WO1996004591A1
WO1996004591A1 PCT/US1995/009798 US9509798W WO9604591A1 WO 1996004591 A1 WO1996004591 A1 WO 1996004591A1 US 9509798 W US9509798 W US 9509798W WO 9604591 A1 WO9604591 A1 WO 9604591A1
Authority
WO
WIPO (PCT)
Prior art keywords
sensitive materials
photographic sensitive
weight
additive
resin compositions
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.)
Ceased
Application number
PCT/US1995/009798
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English (en)
Inventor
Kenichi Shinohara
Robert J. Kassal
Osamu Suzuki
Takashi Yoneyama
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to AU32104/95A priority Critical patent/AU3210495A/en
Priority to US08/776,420 priority patent/US5866671A/en
Publication of WO1996004591A1 publication Critical patent/WO1996004591A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C3/00—Packages of films for inserting into cameras, e.g. roll-films, film-packs; Wrapping materials for light-sensitive plates, films or papers, e.g. materials characterised by the use of special dyes, printing inks, adhesives
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/13—Phenols; Phenolates
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring

Definitions

  • This invention pertains to molded parts used for photographic sensitive materials and resin compositions used to make such parts as magazines which house photographic sensitive materials like photo-film and printing paper or springs and rollers that are used around the photographic sensitive materials.
  • Polyacetal resin which is a thermoplastic resin is used as a molding composition for machine bearings, gear wheels, rollers, cams, clips and plate springs because of its excellent mechanical properties, heat resistance, friction resistant and anti-abrasion properties and fatigue resistance property.
  • a small amount of the monomer formaldehyde is dissolved in molded parts made of the polyacetal resin and its slow release into the air causes deterioration of work environment and compromized work efficiency and, in some cases, may lead to harmful result to the end use objective.
  • the polyacetal resin causes some concern to be used as food and medical packaging material.
  • formaldehyde has detrimental effect on photographic sensitive materials such as photographic film and printing paper. While a silver halide emulsion is used in these photographic sensitive materials, formaldehyde has the ability to reduce silver halides, resulting in chemical fogging. Therefore, polyacetal resins, in general, cannot be used as a resin composition of magazines that receive photographic sensitive materials and various molded parts that are used around them. Consequently, metals are often used to make parts that require sufficient elasticity such as a film pressing board.
  • Japanese Kokai 1992- 34548 describes hydrazide compounds to be used as an additive
  • Japanese Kokai 1994-107900 describes the use of fatty acid ester of polyvalent alcohol compound as an additive.
  • compositions used to make parts for photographic sensitive materials which are polyacetal resin compositions and are characterized by the concentration of formaldehyde generated from a formed object of the said composition in a closed environment being less than 20 ppm and by not compromizing with their photographic properties.
  • This invention is to solve the problems described above and aims at making polyacetal resins that possess excellent characteristics in mechanical properties, heat resistance and fatigue resistance suitable to be a resin composition material to make molded parts used for photographic sensitive materials.
  • Figure 1 is a schematic perspective view of an instant film pack used in the invention.
  • Figure 2 is a graph showing a correlation of formaldehyde concentration and fogging concentration. Abscissa, left and right ordinates are for the amounts of Additive-2 (weight %), the formaldehyde concentration (ppm) and the fogging concentration (Dmin), respectively. The top solid plot is for the fogging concentration at blue and the lower broke line plot is for the residual formaldehyde concentration.
  • Figure 3 is a graph showing a correlation between the amount of added 5,5-dimethylhydantoin and the bending elasticity.
  • the abscissa is the amount of Additive 2 (weight %) and the ordinate is the bending elasticity (x 10 kg/cm).
  • this invention is to use polyacetal resin, as a resin composition to make molded parts for photographic sensitive materials, which is prepared in such a way that the concentration of formaldehyde formed from the molded parts remain below 20 ppm in a sealed vessel, without negatively affecting the photographic quality.
  • Concentration of formaldehyde gas generated from molded parts made of this type of polyacetal resins is extremely small and no chemical fogging due to reduction of silver halide emulsions can be seen.
  • it since it is designed not to produce harmful chemicals that may negatively affect the photography, it is ideally suited to be used as a resin composition used to make molded parts for photographic sensitive materials.
  • a hindered phenol type antioxidant may be used in the range of 0.001 ⁇ 1.0 weight % to effectively suppress the generation of formaldehyde gas. Whereas below 0.001 weight % little effect is observed, above 1.0 weight % not only photography is negatively affected but physical properties also deteriorate. Also, the addition of a light-shielding material in the range of 0.5 ⁇ 25 weight % improves the shading ability necessary for the molded parts to be used around photographic sensitive materials, without compromising the chemical and physical properties of the polyacetal resin. Below 0.05 weight %, light-shielding power cannot be secured and the objective to add the additive cannot be met, but also it means an operating loss. Above 25 weight %, the physical strength deteriorates and the appearance also suffers.
  • the pack main-body consists of a box-shape casement 3 forming an exposure opening 2 and a bottom lid 5 to which a plate spring 4 is attached.
  • a light-shielding sheet 6 and about 10 sheets of mono-sheet type instant film units 7.
  • the polyacetal resin of this invention can be used as the composition material for the casement 3, the plate spring 4, the bottom lid 5 and the light-shielding sheet 6, some appropriate parts of these may be made of a polystyrene resin and other resins.
  • the casement 3 has an exit slot 8 and a notch 9 through which a raking claw inserts.
  • a plate spring 4 pushes up the instant film units 7 and shade sheet 6 stored in the pack main body so that the shade sheet 6 covers the exposure opening 2 from the inside of the casement 3.
  • the instant film units 7 in the pack main body can be kept from the light.
  • the exit slot 8 is covered by flexible shade film.
  • the instant film unit 7 is fitted with a developer pod 7 in which a developing solution is enclosed.
  • a film pack is loaded into a camera and photographing is ready once the shade sheet 6 is ejected.
  • a raking claw mounted in the camera insert itself through the notch 9 to scrape out the instant film unit 7, that has been just exposed through the exposure opening 2, through the exit slot 8.
  • developer rollers located inside the camera rotate as they squeeze the exposed instant film unit 7 coming out of the exit slot 8 and squash the developer pod 7a as the film unit is ejected.
  • the plate spring 4 is to press the top unit of the instant film units 7 stored in the pack main body against the internal side of the exposure opening 2 and to position the instant film unit 7 to be used for the next photographing in the exposure position. Therefore, especially if the plate spring is to be made of a resin, the resin must have sufficient elasticity as well as such characteristics that the elasticity is not lost after prolonged storage.
  • Resin compositions of this invention even if used as a molding composition to make the plate springs described above, have enough elasticity as well as a characteristic that gives rise to little creep deformation.
  • the polyacetal resins herein used are tcommonly used polyacetal resins which are polymers or copolymers of aldehydes, for example, formaldehyde and formaldehyde cyclic oligomers such as trioxane, tetraoxane etc., or polymers prepared by copolymerization of these aldehydes with cyclic ethers or cyclic acetals, for example, ethylene oxide, propylene oxide, 1,3-dioxolane etc.
  • the polyacetal resin has the main chain consisting of -(CH2 ⁇ ) n - unit (n is a natural number) and/or -(CHR-0) n - unit ( R is alkyl: n is a natural number) and is a linear polymer with end groups either unprotected or protected by groups such as -OCOCH3, -OCH3, -OCH2-OH and with the number averaged molecular weight of 10,000 - 100,000, preferably 18,000 ⁇ 70,000.
  • polyacetal resin In order to lower the concentration of formaldehyde gas liberated from polyacetal resins, it is preferred to add to 100 weight parts of polyacetal resin 0.05 - 3.0 weight parts, preferably 0.06 -2.0 weight %, more preferably 0.067 ⁇ 1.0 weight % of organic cyclic compound with active imino group shown in a general formula (I).
  • Rl, R2, R3 in the general formula (I) represent divalent organic radicals forming through their covalent bondings a cyclic organic compound.
  • the active imino compound has its imino group highly reactive so that, during and even after the polyacetal resin has crystallized and solidified, it can still react with formaldehyde to form the methylol group as shown in the reaction formula (II).
  • organic radicals directly linked to the imino group by a chemical bond must be of electron withdrawing.
  • Such organic radicals should preferably possess, at the position linked to the imino group, -CO-, -COO-, -NH-, -NH2, phenyl group, biphenyl group, naphthalene group etc.
  • hydantoins and imidazole derivatives may be good examples of compounds represented by the formula (I).
  • hydantoin type compounds are preferred.
  • Hydantoin compounds may include but not necessarily be limited to hydantoin, 5,5-dimethylhydantoin, 5,5-diphenylhydantoin and allantoin.
  • a lubricant e.g., a lubricant, a light-shielding material, an antioxidant, a heat stabilizer, appropriate plasticizers and fillers, if necessary, within the range not to negate the effects of this invention.
  • Armoslip CP Lion-Akzo
  • Neutron Nahon Seika
  • Neutron E-l 8 Nahon Seika
  • Amide O Nahon Chem.
  • AlfroF 10 (Nihon Yushi)
  • Metal Soap Compounds of higher fatty acids such as lauric acid, stearic acid, ricinolic acid, naphthenic acid, oleic acid, etc. with metals such as Li, Mg, Ca, Sr, Ba, Zn, Cd, Al, Sn, Pb, or another metal.
  • shading compounds to be added to secure the light-shielding property the followings may be cited.
  • Oxides silica, diatomaceous earth, alumina, Titanium oxide, iron oxides, zinc oxide, magnesium oxide, antimony oxide, barium ferrite, strontium ferrite, beryllium oxide, pumice, pumice balloon, alumina fiber
  • Carbonate Salts calcium carbonate, magnesium carbonate, dolomite
  • Silicate Salts talc, clay, mica, asbestos, glass fiber, glass balloon, glass beads, calcium silicate, montmorillonite, bentonite, etc.
  • Carbon carbon black, graphite, carbon fiber, carbon hollow balls, etc.
  • Wood meal pine, oak, saw-dust, etc.
  • husk fiber almond, peanuts, chaff, etc.
  • colored various fiber such as cotton, jute, paper piece, cellophane piece, nylon fiber, propylene fiber, starch, aromatic polyamide fiber, etc.
  • carbon black is preferred because the bleed-out amount can be reduced.
  • the following classes of carbon black are especially preferred, gas black, furnace black, channel black, anthracene black, acetylene black, Ketchen carbon black, lamp black, lamp smoke, pine smoke, animal black, vegetable black, etc.
  • furnace carbon black is preferred for reasons of shading power, the cost and improvement of physical properties, whereas as for shading material with the ability to prevent electric charge build-up acetylene carbon black and modified synthetic carbon black such as Ketchen carbon black are preferred. Depending upon the requirement, it may be desirable to mix the former with the latter to obtain desired characteristics.
  • Japanese Kokai 1964-26196 describes a method to prepare a master batch of polymer-carbon black by dispersing carbon black into a solution of polymer dissolved in organic solvent
  • Japanese Kokai 1968-10362 describes a method to prepare a master batch by dispersing carbon black into polyethylene.
  • carbon black of pH 6.0 ⁇ 9.0 with average powder diameter of 10 - 120 mm is preferred because little fogging shows up on photographic sensitive materials, because photosensitivity does not change much and because lumps of carbon black as well as pinholes due to fish-eyes hardly appear even when it is added to the resin composition of this invention.
  • furnace carbon black having especially volatile components less than 2.0 % and oil absorption greater than 50 ml/ 100 g is preferred.
  • Channel carbon black in addition to being expensive, often produces fogs on photographic sensitive materials and, therefore, is not preferred. Even if it must be used for some reason, effects onto the photography should be investigated before it is selected.
  • the following carbon black on the market may be preferred; Mitsubishi Kasei Carbon Black #20 (B), #30 (B), #33 (B), #40 (B), #44 (B), #45 (B), #50, #55, #100, #600, #2200 (B), #2400 (B), MA 8, MA 11, MA 100.
  • the amount of shading material to be added should be in the range of 0.05 - 25 weight %, preferably 0.1 - 15 weight %, more preferably 0.5 - 10 weight %, and most preferably 1.0 - 7.0 weigh %.
  • antioxidant it is desirable to add antioxidant to prevent thermal deterioration of the resin and to suppress the formation of fish-eyes and lumps (non-homogeneous lump breakdown).
  • Hindered phenol type antioxidants are most preferred in this invention and are listed below.
  • 0.001 - 1.0 weight % is the range, preferably 0.005 - 0.8 weight %, more preferably 0.01 - 0.5 weight %, and most preferably 0.02 - 0.4 weight %.
  • the heat stabilizer to be added to the resin composition of this invention there are polyamide compounds, especially nylon terpolymers, hydroxy containing polymers such as those described in U. S. Patent 4776168 and 4814397, and nonmelting nitrogen or hydroxy containing compounds described in Europe Patent Publication 0388809. More concretely, these are polyamide 6, polyamide 6/12 copolymer, polyamide 6/66/610 terpolymer, polyamide 6/66/612 terpolymer, ethylene-vinyl alcohol copolymer, acrylamide (co)polymer, acrylamide/N,N-methylenebis-acrylamide copolymer.
  • the total amount of heat stabilizers to be added to the polyacetal resin composition is 0.5 - 5.0 weight parts to 100 weight parts of acetal resin, preferably 0.05 - 1.50 weight parts.
  • Molded parts of these polyacetal resin compositions may be formed by any molding method including compressed molding, ejection molding, extrusion molding, blow molding, rotary molding, melt spinning, and heat molding.
  • Especially preferred for obtaining parts pertaining to this invention is ejection molding.
  • Polyacetal resins used in the following Practical Examples are DuPont's high flow grade polyacetal-homopolymers, Delrin® 900 PNC 10 (Trade Name: Melt Index 1 1.5 g/min) and Delrin® 1700 PNC 10 (Trade Name: Melt Index 18.0 g/min).
  • the followings are prepared for additives to be added to prevent oxidation during resin heating and for the purpose of reducing evolution of formaldehyde gas.
  • Additive 2 5,5-dimethylhydantoin (Mitsui Toatsu)
  • Additive 3 Adipic acid hydrazide (Nihon Hydrazine Ind.)
  • Additive 4 Stearic acid monoglyceride (Riken Vitamin)
  • Delrin® 900 PNC 10 (5000 g) and Delrin 900 PNC 10 (5000 g) mixed with 25 g of one of the above listed Additives 1 - 4 are fed to a 35 mm biaxial screw ejection molder to melt mix and cut to obtain 5 different kinds of resins in the form of pellets.
  • the resin temperature was 195 - 198 °C and the feed rate was about 30 kg/hr.
  • Each resin pellet is molded using a 75 Ton Sumitomo Nestal Ejection Molder to obtain 5 kinds of cylindrical test pieces A-l - A-5. During the molding the resin temperature and mold temperature was 250 °C and 75 °C , respectively.
  • test pieces A-l - A-5 thus prepared are placed and sealed, 5 pieces together (the total weight about 5 g), in a 1 L polyethylene container and allowed to stand at room temperature for 24 hours. Concentration of formaldehyde in the container was measured using Formalde Meter - Markll (Lion Co. England) to the ppm level. Results are shown in Table 1.
  • Additive-2 concentrate in the form of pellets (a master batch). During this process, the resin temperature was 200 °C and the feed rate was 25 kg/hr.
  • the Additive-2 concentrate thus obtained is called Additive-A.
  • test pieces B-l - B-7 were prepared using mixtures prepared from High Flow Delrin® D1700 PNC 10 pellets and Additive-A in different ratios.
  • Test Piece B-l is a sample which does not contain Additive-A.
  • formaldehyde concentrations were measured under the conditions identical with those used in Practical Example A. Results are shown in Table 2.
  • Additive-2 must be added more than 0.05 weight % in order to reduce the formaldehyde concentration in molded parts below such a level that no fogging shows up on photographic sensitive materials.
  • concentration of hydrazine in Additive-2 becomes too high, it functions as a reducing agent to photographic sensitive materials and becomes, also, harmful to human body.
  • the amount of Additive-2 to be added should be maintained in the range of 0.05 - 3.0 weight %, preferably 0.06 - 2.0 weight % and most preferably 0.067 - 1.0 weight %.
  • concentration of Additive-2 exceeds 0.5 weight %, it may be problematic to use molded parts made of this resin as the material for springs.
  • plate spring 4 shown in Figure 1 was ejection molded using the composition identical with that used in Test Piece B-l - B-6 in Practical Example B.
  • Various plate springs thus obtained were stored and sealed together with photographic sensitive materials in a dump-proof bag (humidity permeability: 0.5 g/m 2 /24 hr) at 50 ⁇ >C for 3 days in a dry atmosphere.
  • FUJICOLOR NC-160 was used as photographic sensitive material.
  • the fogging concentration Dmin represents the concentration difference relative to the concentration on a standard photographic sensitive material when the photographic sensitive material alone is allowed to stand for 3 days under the conditions identical with those described above.
  • Table 3 summarizes the observed values and Figure 2 shows the correlation with formaldehyde concentration measured in Practical Example B.
  • Graph in Figure 2 shows that the concentration of chemical fogging caused by formaldehyde converges to the standard fogging concentration Dmin 0.8 +/- 0.2 in blank tests as long as the amount of Additive-2, which has the ability to trap formaldehyde, exceeds 0.067 weight %. Since, with this quantity range of the additive, the formaldehyde concentration can be maintained below 5 ppm and the fogging concentration can also be suppressed below 1.0, there should be no problem to use this material in the vicinity of photographic sensitive materials.
  • Figure 3 shows the correlation between the amount of added Additive-2 and the bending elasticity of molded parts. As the graph shows, the bending elasticity significantly diminishes if Additive-2 is added more than 0.5 weight %. If the plate spring 4 shown in Figure 1 is to be made of the polyacetal resin in this invention, it is desirable to use Additive-2 in the range lower than 0.5 weight %.
  • Additive-2 is added to the polyacetal resin to the extent of 0.05 - 3.0 weight %, preferably 0.06 - 2.0 weight %, the residual formaldehyde concentration can be greatly reduced, and even if it is used together with photographic sensitive materials, there is no danger that fogging on the photographic sensitive material becomes problematic. If Additive-2 is added in the range of 0.067 - 1.0 weight %, the bending elasticity of molded parts hardly diminishes and no problem should be encountered even if it is used to make springs.
  • the polyacetal resin of this invention with the characteristics described above can be used not only for magazines which store photographic sensitive materials like the film packs mentioned earlier, but also as various types of parts such as those used in production lines of photosensitive materials as well as sheet material, conveyer rollers and gears which may be used in cameras or near films and printing paper.
  • Resin compositions used for making molded parts for photographic sensitive materials described in Claim 1 comprising polyacetal resins and polyacetal resin compositions containing at least an organic cyclic compound bearing an active imino group.
  • Resin compositions used for making molded parts for photographic sensitive materials described in Claim 1 comprising polyacetal resins and polyacetal resin compositions containing at least a hydantoin compound.
  • the polyacetal resin of this invention is prepared not to spoil photographic quality by maintaining concentration of formaldehyde generated in a closed vessel below 20 ppm, no chemical fogging takes place even if molded parts are used in the vicinity of photographic sensitive materials.
  • hindered phenol type compounds can be used as antioxidants to be added to the polyacetal resin and, by adjusting the amount to the 0.001 - 1.0 weight % range, fogging on photographic sensitive materials can be prevented.
  • suitable shading material may be added in the 0.5 - 25 weight % range, therby chemical fogging can be avoided with certainty.
  • molded parts made of the resins prepared above cause neither chemical nor optical fogging on photographic sensitive materials, they can be used in various shapes such as magazines, sheets and rollers. Since sufficiently elastic parts, also, can be easily made, they may be used as materials to prepare springs.
  • the object of the invention is to provide a resin composition that reduces the concentration of formaldehyde generated from polyacetal resins and which does not bring about chemical fogging when it is used as parts for photographic sensitive materials.
  • composition 5,5-Dimethylhydantoin is added to polyacetal resin to trap formaldehyde generated from the polyacetal resin, thereby reducing the generation concentration of formaldehyde.
  • the amount of 5,5-dimethylhydantoin to be added is 0.05 - 3.0 weight %, preferably 0.06 - 2.0 weight %, and most preferably

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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)
  • Engineering & Computer Science (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Compositions de résine utilisées pour fabriquer des matériaux photosensibles pour la photographie. Ces compositions sont des compositions de résine au polyacétal qui se caractérisent par la concentration de formaldéhyde inférieure à 20 ppm produite par un objet formé à partir de ladite compositions dans un environement clos, cette concentration ne mettant pas en cause les propriétés photographiques desdites compositions.
PCT/US1995/009798 1994-08-01 1995-08-01 Parties moulees utilisees pour fabriquer des materiaux photosensibles pour la photographie et compositions de resine utilisees pour les produire Ceased WO1996004591A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU32104/95A AU3210495A (en) 1994-08-01 1995-08-01 Molded parts used for photographic sensitive materials and resin compositions used to make thereof
US08/776,420 US5866671A (en) 1994-08-01 1995-08-01 Molded parts used for photographic sensitive materials and resin compositions used to make thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP6/179908 1994-08-01
JP17990894A JP3310467B2 (ja) 1994-08-01 1994-08-01 写真感光材料用成形品及びこれに用いる樹脂組成物

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WO1996004591A1 true WO1996004591A1 (fr) 1996-02-15

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AU (1) AU3210495A (fr)
WO (1) WO1996004591A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001051561A1 (fr) * 2000-01-07 2001-07-19 E.I. Du Pont De Nemours And Company Composition de resine polyacetalique et article forme emettant un parfum
RU2246979C2 (ru) * 1997-10-01 2005-02-27 Миннесота Майнинг Энд Мэнюфекчуринг Компани Способ изготовления электретных изделий и фильтров с повышенной стойкостью к масляному туману
RU2301909C2 (ru) * 2005-05-14 2007-06-27 Общество с ограниченной ответственностью "Айна" Способ изготовления воздухоочистителя и устройство для осуществления способа
WO2008115458A1 (fr) * 2007-03-20 2008-09-25 E. I. Du Pont De Nemours And Company Composition de résine polyacétale

Families Citing this family (6)

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Publication number Priority date Publication date Assignee Title
CN1175041C (zh) * 1996-12-27 2004-11-10 汎塑料株式会社 聚缩醛树脂组合物及成型品
WO2000059993A1 (fr) * 1999-04-07 2000-10-12 E.I. Du Pont De Nemours And Company Resines polyacetaliques presentant une odeur de formaldehyde reduite
US7086529B2 (en) 2002-02-26 2006-08-08 Fuji Photo Film Co., Ltd. Packaging material for photographic light-sensitive material and photographic light-sensitive material package using same
DE112004002005B4 (de) 2003-10-24 2008-11-06 Asahi Kasei Chemicals Corp. Polyacetalharzzusammensetzung und Artikel davon
JP2007051205A (ja) * 2005-08-17 2007-03-01 Polyplastics Co ポリアセタール樹脂組成物及び樹脂成形体
JP2010265438A (ja) * 2009-04-15 2010-11-25 Polyplastics Co セルロース繊維強化ポリアセタール樹脂組成物

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GB996252A (en) * 1962-07-31 1965-06-23 Asahi Chemical Ind A process for stabilising polyoxymethylene
US3333520A (en) * 1962-10-23 1967-08-01 Celanese Corp Polymer product
GB1320452A (en) * 1971-02-26 1973-06-13 Kodak Ltd Formaldehyde contamination reducing varnish
EP0244245A2 (fr) * 1986-05-01 1987-11-04 Toray Industries, Inc. Procédé de préparation de copolyoxyméthylènes, et composition de cette résine
EP0583778A2 (fr) * 1992-08-17 1994-02-23 Fuji Photo Film Co., Ltd. Materiel d'emballage pour produits photosensibles et emballage
EP0658809A1 (fr) * 1993-12-17 1995-06-21 Agfa-Gevaert N.V. Méthode de fabrication de plaques d'impression lithographiques suivant le procédé de diffusion-transfert de sel d'argent

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB996252A (en) * 1962-07-31 1965-06-23 Asahi Chemical Ind A process for stabilising polyoxymethylene
US3333520A (en) * 1962-10-23 1967-08-01 Celanese Corp Polymer product
GB1320452A (en) * 1971-02-26 1973-06-13 Kodak Ltd Formaldehyde contamination reducing varnish
EP0244245A2 (fr) * 1986-05-01 1987-11-04 Toray Industries, Inc. Procédé de préparation de copolyoxyméthylènes, et composition de cette résine
EP0583778A2 (fr) * 1992-08-17 1994-02-23 Fuji Photo Film Co., Ltd. Materiel d'emballage pour produits photosensibles et emballage
EP0658809A1 (fr) * 1993-12-17 1995-06-21 Agfa-Gevaert N.V. Méthode de fabrication de plaques d'impression lithographiques suivant le procédé de diffusion-transfert de sel d'argent

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Title
G.DERAEDT: "Methods of abating residual formaldehyde in industrial resins", 1988, PERGAMON PRESS, OXFORD GB, 176 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2246979C2 (ru) * 1997-10-01 2005-02-27 Миннесота Майнинг Энд Мэнюфекчуринг Компани Способ изготовления электретных изделий и фильтров с повышенной стойкостью к масляному туману
WO2001051561A1 (fr) * 2000-01-07 2001-07-19 E.I. Du Pont De Nemours And Company Composition de resine polyacetalique et article forme emettant un parfum
RU2301909C2 (ru) * 2005-05-14 2007-06-27 Общество с ограниченной ответственностью "Айна" Способ изготовления воздухоочистителя и устройство для осуществления способа
WO2008115458A1 (fr) * 2007-03-20 2008-09-25 E. I. Du Pont De Nemours And Company Composition de résine polyacétale

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AU3210495A (en) 1996-03-04
JPH0841288A (ja) 1996-02-13
JP3310467B2 (ja) 2002-08-05

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