CN1894335A - High temperature diesel-resistant polyacetal molded articles - Google Patents
High temperature diesel-resistant polyacetal molded articles Download PDFInfo
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- CN1894335A CN1894335A CN 200480037039 CN200480037039A CN1894335A CN 1894335 A CN1894335 A CN 1894335A CN 200480037039 CN200480037039 CN 200480037039 CN 200480037039 A CN200480037039 A CN 200480037039A CN 1894335 A CN1894335 A CN 1894335A
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Abstract
Molded parts exhibiting enhanced resistance to high temperature diesel fuel and improved tensile modulus are provided. The molded parts are made from a composition comprising from 85 to 99.8% by weight of a polyoxymethylene copolymer, and from 0.2 to 15% by weight magnesium hydroxide. The molded parts may further include from 0.01 to 5% by weight of a component selected from the group of amidine compounds and metal oxides. The amidine compound may be cyanoguanidine and the metal oxide may be magnesium oxide. The molded part exhibit reduced weight loss when exposed to diesel fuel at a temperature of at least about 60 DEG C during use.
Description
Background of invention
The present invention relates to the molded parts of high temperature diesel-resistant, relate in particular to the molded parts of the high temperature diesel-resistant that makes by the Copolyacetal composition.
Polyacetal (or polyoxymethylene) resin shows splendid machinery and physicals, such as tensile strength, stiffness, and resistance to fatigue, anti-skid, chemical resistant properties etc.This resin because its splendid physicals (such as, mechanical property and electrical property) and chemical resistant properties, extensively be used in the various application as engineering plastic materials.
A kind of application is to be applied in the automotive industry, and wherein polyacetal resin is used to make various molded parts.In the last few years, polyacetal had been used in the fuel system, and in this fuel system, some parts can keep in touch with the fuel in the fuel for motor vehicles groove.A kind of being called " altogether rail " fuel injection system the fresh fuel system that is used for the diesel Motor vehicles, than existing fuel injection system fuel economy more, but compare with the standard fuel injection system, but cause the fuel of higher temperature to be got back in the fuel bath.The temperature of returning fuel can reach 120 ℃ so high, thereby causes the temperature of fuel in the fuel bath to raise.Therefore, the temperature requirement to the fluoropolymer resin that uses in the diesel vehicle fuel system has been enhanced about 60 ℃ to 90 ℃.
Have been found that the diesel oil fuel that temperature raises can make the obvious deterioration of polyformaldehyde resin.Sulphur compound that exists in the known diesel oil fuel or sulfocompound with oxidation can take place after air contacts, produce the acid cure compound, and this acid cure compound can decompose polyoxymethylene.In the time of in standard polymethanal polymer sample being immersed in 90 ℃ diesel oil fuel, can observe tangible weight loss.
Various additives are used with polymethanal polymer or multipolymer, with the stability in deterioration in the reduction working process or the raising operating process.
European patent has disclosed the molded parts by the anti-diesel oil of the composition manufacturing of POM-H Acetal homopolymer or multipolymer, sterically hindered amine compound and benzotriazole, benzoic ether or methanone derivatives for 0855424A1 number.United States Patent (USP) has disclosed the molded parts of the anti-diesel oil of being made by the composition of POM-H Acetal homopolymer or multipolymer, polyalkylene glycol and zinc oxide for No. 6489388.The open WO03/027177 of PCT has disclosed the composition of anti-chlorine of POM-H Acetal homopolymer or multipolymer, antioxidant, thermo-stabilizer, metal hydroxides and metal oxide composition.United States Patent (USP) has disclosed for No. 4788258 and added formaldehyde scavenger in copolyoxymethylenes, and this scavenging agent comprises acid amides, urea, amine, metal oxide and metal hydroxides.
As hereinafter will explaining in detail, it is believed that the molded parts made by the polyacetal composition of anti-diesel oil that can buy at present when with after high temperature diesel fuel contacts the long period, still has weight loss to reach the problem of unfavorable degree.Because weight loss is accompanied by material damage, so cause the mechanical integrity of parts to descend, therefore a kind of molded parts of anti-diesel oil need be provided, wherein can be controlled on the acceptable degree owing to contacting the weight loss that is caused with high temperature diesel oil for a long time.
Summary of the invention
The molded parts of high temperature diesel-resistant is made by the composition of the magnesium hydroxide of polyacetal copolymer that comprises 85 to 99.8 weight % and 0.2 to 15 weight %.Preferably, the composition of this molded parts also comprises the component that is selected from amidine compound and metal oxide of 0.01 to 5 weight %.According to a preferred embodiment of the present invention, the molded parts of high temperature diesel-resistant is made up of the polyacetal copolymer of 92 to 99.4 weight %, the magnesium hydroxide of 0.5 to 5 weight % and the component that is selected from amidine compound and metal oxide of 0.1 to 3 weight %.
According to a preferred embodiment of the present invention, the amidine compound in the composition of molded parts is cyano group-guanidine compound or melamine.More preferably, amidine compound is dicyanodiamide.According to another preferred embodiment of the present invention, the metal oxide in the composition of molded parts is a magnesium oxide.
Detailed description of the invention
Molded parts of the present invention is anti-diesel oil, also is like this even temperature is at least about 90 ℃ high temperature diesel oil.This molded parts use many will with environment that diesel oil contacts in." molded parts of high temperature diesel-resistant " described in the literary composition is meant the molded parts of use in the application that these parts will directly contact with the diesel oil through heating, include but not limited to, parts in the motor vehicle fuel system are such as fuel bath, fuel tube, other fuel hauling equipment, amount of fuel transmitter, fuel module system, flange, spatter the internal part of oil can, swirling flow kettle, pump holder, petrolift, pump cover, filter sieve, negative pressure valve, diesel oil fuel pump holder, pump case and diesel oil fuel pump.Certainly, the present invention has more than and is limited to the automobile application, comprises that also molded parts and they are used in the application that other will face with diesel oil fuel contacts.
Can prepare molded parts by any molding methods well known by persons skilled in the art, these methods include but not limited to, compression moulding, injection moulding, blowing, rotational moulding, melt-spinning and thermoforming.
The present invention relates to a kind of moulded work that contacts with diesel oil fuel, wherein this moulded work comprises the mixture of following component:
(A) polyacetal copolymer of 85 to 99.8 weight %;
(B) magnesium hydroxide of 0.2 to 15 weight %.
According to the present invention, the main ingredient of the moulded work of anti-diesel oil of the present invention is a polyacetal copolymer.Can use any polyacetal copolymer, but typical multipolymer is a kind of high molecular polymer, it comprises the formaldehyde repeating unit of about 85 to 99.9 weight %, and advanced oxidation alkene unit (for example, having two or more contiguous carbon atoms) random dispersion therein.Can form formaldehyde unit by one or more monomer reactions, these monomers are as preparation monomer commonly used during polyacetal homopolymer, such as anhydrous formaldehyde or its cyclic trimer as three alkane.For advanced oxidation alkene unit, comonomer more commonly used comprises the cyclic addition product of alkylene oxide with 2-12 carbon atom and they and formaldehyde.The amount of comonomer generally is no more than about 20 weight % of multipolymer, preferably is no more than about 15 weight %, is most preferably not exceeding about 2 weight %.Usually preferred comonomer is an oxyethane.For example, prepare useful multipolymer by the three alkane of about 98.6 weight % and the dioxolane of about 1.4 weight %, as foundation ISO 1133 (190 ℃, 2.16 kilograms) when measuring, the melt flow of this multipolymer is approximately 12 grams/10 minutes.
The moulded work of anti-diesel oil of the present invention comprises the magnesium hydroxide of 0.2 to 15 weight %.More preferably, Mg (OH)
2Account for 0.5 to 5 weight % in composition, best is Mg (OH)
2In composition, account for 1.0 to 4.0 weight %.In the present invention, account for the Mg (OH) of 0.2 weight % to 15 weight %
2Adding, can improve the tensile modulus of polyacetal parts.The preferable range that is used to improve the magnesium hydroxide content of modulus is 1-15 weight %, 2-15 weight %, 2-12 weight % and 10-15 weight %.
According to a preferred embodiment of the present invention, the moulded work of anti-diesel oil of the present invention can also comprise 0.01 to about 5 weight % amidine compound or metal oxide.Preferred amidine compound is cyano group-guanidine compound or melamine.Cyano group-guanidine compound comprises that dicyanodiamide itself and other contain the following divalence 1-cyano group-3 of structure, the compound of 3-guanidine radicals:
When having dicyanodiamide in the composition, be benchmark in the gross weight of composition, the content of dicyanodiamide in composition preferably is about 0.02 to 2.0 weight %, is more preferably 0.05 to 1.0 weight %, is most preferably 0.1 to 0.5 weight %.Dicyanodiamide are Dyhard RU 100s, NH
2C (NH) (NHCN).Dicyanodiamide can trade(brand)name Dyhard be buied from the Degussa Fine Chemicals of German Trostberg.When having metal oxide in the composition, metal oxide preferably accounts for about 0.1 to 3.0 weight % in composition.Preferably, metal oxide is selected from synthetic aluminium silicate, calcium oxide, magnesium oxide, aluminum oxide and magnesium aluminate.More preferably, metal oxide is a magnesium oxide, and accounts for 0.1 to 2.0 weight % in composition.
Randomly, the moulded work of anti-diesel oil can comprise conventional additives.The remaining component of balanced combination thing total amount can comprise conditioning agent and other component, includes but not limited to antioxidant, thermo-stabilizer, UV stabilizer (as hindered amine light stabilizer), toughener, toughner, lubricant, releasing agent, pigment and tinting material.Preferably, be benchmark in the gross weight of composition, this type of other additive accounts for composition 0 to 5 weight %, preferably accounts for composition 0 to 2.0 weight %.
Can be by methods known in the art (for example in twin screw extruder, mixing) with magnesium hydroxide, amidine compound and/or metal oxide component, and any used additive mixes in the temperature that is higher than the Copolyacetal fusing point with Copolyacetal, prepares the composition described in the literary composition.
A series of embodiment by the following stated prove advantage of the present invention.Embodiment based on embodiments of the present invention all just illustrative, do not limit the scope of the invention.Compare by the reference formulation that these embodiments of the present invention and some is not had distinguishing feature of the present invention, the remarkable part of the present invention may be better understood embodiment,
Comparative example A-E
Make polyacetal copolymer and the following various known stablizers that are used for polyoxymethylene at twin screw extruder, under 220 ℃ extrusion temperature, mix.Under each situation, polyacetal copolymer is by 1 of the three alkane of about 98.8 weight % and about 1.2 weight %, and the acetal copolymer of 3-cyclic heptane dioxide (dioxepane) preparation is when foundation ISO 1133 measures (190 ℃, 2.16 in the time of kilogram), its melt flow is about 13 grams/10 minutes.
EVOH: by the ethylene-vinyl alcohol copolymer of Nippon Gohsei with trade(brand)name Soarnol sale.
CNG: by the dicyanodiamide of Degussa Fine Chemicals with trade(brand)name Dyhard G03 sale.
Collect strand material of extruding that each mixture does not become granulation.Cut next bar from each extrusioning mixture and be about the thigh material sample that restrains for 5 centimetres, heavily about 1, and be placed in the test tube, weigh.Then each sample was flooded 1080 hours in identical commercial Dissel oil fuel, the temperature of diesel oil fuel remains on 90 ℃ in this process.Used diesel oil fuel is a Haltermann CEC RF 90-A-92 diesel oil fuel (can buy from the Haltermann of German Hamburg).With each sample drying, weigh, calculate the remaining weight percentage of each sample, be recorded in the table 1.The result who different compositions is tested gained with the diesel oil fuel of same batch can compare each other again, but the test result of these results and other test series sample is difficult to compare, because the corrodibility of the diesel oil fuel of different batches can be because sulphur content contacts the difference of oxygen situation and difference with fuel.
Table 1
| Comparative Examples | Additive | The weight % of additive | The % of remaining sample |
| A | Do not have | 0 | 7 |
| B | EVOH | 0.1 | 2 |
| C | EVOH | 0.3 | 5 |
| D | CNG | 0.2 | 66 |
| E | CNG | 0.5 | 100 |
As can be seen, add well-known polyacetal stabilizer EVOH, the result makes the Copolyacetal resin copolymer almost or fully not have tolerance for diesel oil fuel.Though find only to use the stablizer dicyanodiamide can improve anti-diesel oil, have been found that dicyanodiamide have such shortcoming, promptly to work as dicyanodiamide and add fashionablely with high density, it may overflow from the polyacetal molding product.
Comparative Examples F-P
Make polyacetal copolymer and the following various known stablizers that are used for polyoxymethylene at twin screw extruder, under about 220 ℃ extrusion temperature, mix.Under each situation, polyacetal copolymer is by 1 of the three alkane of about 98.8 weight % and about 1.2 weight %, the acetal copolymer of 3-cyclic heptane dioxide preparation, and when foundation ISO 1133 measured (190 ℃, 2.16 kilograms), its melt flow was about 13 grams/10 minutes.
Tinuvin 622: by the N-(2-hydroxyethyl)-2,2,6,6 that Ciba Specialty Chemicals sells, and the oligopolymer of-tetramethyl--4-piperidines alcohol and Succinic Acid.
Irganox 245: by two (oxygen ethene) two [3-(a 5-tertiary butyl-4-hydroxy-tolyl) propionic acid] vinyl acetate of Ciba Specialty Chemicals sale.
Irganox 1098: by hydrocinnamamide-N that Ciba Specialty Chemicals sells, and N-1, the 6-dihexyl is two-[3,5-is two-(1, the 1-dimethyl ethyl)-4-hydroxyl].
Stabaxol P: the poly-carbodiimide of the intermediate molecular weight of selling by Rhein Chemie.
PEG 6000: the molecular weight of being sold by Fluka is the polyoxyethylene glycol of 6000 gram/moles.
Collect strand material of extruding that each mixture does not become granulation.Cut next bar from each extrusioning mixture and be about the thigh material sample that restrains for 5 centimetres, heavily about 1, and be placed in the test tube, weigh.Then with each sample with above-mentioned Comparative Examples in dipping 624 hours in the used identical goods diesel oil fuel, the temperature of diesel oil fuel remains on 90 ℃ in this process.With each sample drying, weigh, calculate the remaining weight percentage of each sample, be recorded in the table 2.
Table 2
| Comparative Examples | Additive | The weight % of additive | The % of remaining sample |
| F | Do not have | 0 | 35 |
| G | Tinuvin 622 | 0.2 | 17 |
| H | Tinuvin 622 | 0.5 | 25 |
| I | Irganox 245 | 0.2 | 9 |
| J | Irganox 245 | 0.5 | 0 |
| K | Irganox 1098 | 0.2 | 30 |
| L | Irganox 1098 | 0.5 | 33 |
| M | Stabaxol P | 0.05 | 24 |
| N | Stabaxol P | 0.15 | 10 |
| O | PEG 6000 | 0.3 | 15 |
| P | PEG 6000 | 1.0 | 22 |
As can be seen, add well-known above-mentioned polyacetal stabilizer, the result makes the Copolyacetal resin almost or fully not have tolerance for diesel oil fuel.
Embodiment 1-9 and Comparative Examples Q-R
Make polyacetal copolymer separately or with the various combination of magnesium hydroxide, magnesium oxide and dicyanodiamide in twin screw extruder, under about 220 ℃ extrusion temperature, mix.Under each situation, polyacetal copolymer is by 1 of the three alkane of about 98.6 weight % and about 1.4 weight %, the acetal copolymer of 3-dioxolane preparation, and when foundation ISO 1133 measured (190 ℃, 2.16 kilograms), its melt flow was about 12 grams/10 minutes.To extrude thigh and expect into granulation.
These particles are carried out injection moulding 210 ℃ temperature.Be molded into thickness and be 4 millimeters tensile test bars (ISO 527 Class1 A), be used to test physicals.Modulus data logging in the following table 3 at the mean value that contacts preceding 10 samples with diesel oil fuel.According to ISO 527 measurements and calculations modulus.
Other particle injection moulding under 210 ℃ temperature with same composition.Making thick by the composite mold of each embodiment and reference sample is 1 millimeter small-sized test rod (sample shape such as ISO 527 Class1 A, all size that different is is all divided by 4).Three small-sized test rods of each composition are placed on the top of the shelf, put into 2 liters of steel containers that are coated with PTFE again, sample is not come in contact each other.Then with each sample 1 liter with above-mentioned Comparative Examples in dipping 312 hours in the used identical goods diesel oil fuel, the temperature of diesel oil fuel remains on 100 ℃ and lid and closes always in this process.Dipping carried out drying and weighing to each sample after 168 hours in fuel, and then in the container of diesel oil fuel of same type that has been put back into new clothes.100 ℃ keep 144 hours after, once more with sample drying with weigh, calculate the residuals weight percentage ratio of each sample.The average residual weight record of each composition after 168 hours and 312 hours is in table 3.
Table 3
| Embodiment | Q | 1 | 2 | 3 | 4 |
| Acetal copolymer (weight %) | 100.0 | 99.0 | 97.4 | 98.0 | 96.4 |
| Mg(OH) 2(weight %) | 1.0 | 1.0 | 2.0 | 2.0 | |
| Dicyanodiamide (weight %) | |||||
| MgO (weight %) | 1.6 | 1.6 | |||
| Tensile modulus (GPa) | 2.79 | 2.96 | 2.94 | 3.01 | 2.97 |
| Residue % after 168 hours | 29 | 51 | 66 | 56 | 65 |
| Residue % after 312 hours | 0 | 0 | 37 | 24 | 39 |
Table 3 (continuing)
| Embodiment | 5 | 6 | R | 7 | 8 | 9 |
| Acetal copolymer (weight %) | 96.2 | 96.8 | 99.8 | 95.2 | 95 | 88 |
| Mg(OH) 2(weight %) | 3.0 | 3.0 | 3.0 | 5 | 12 | |
| Dicyanodiamide (weight %) | 0.2 | 0.2 | 0.2 | |||
| MgO (weight %) | 0.8 | 1.6 | ||||
| Tensile modulus (GPa) | 3.02 | 3.00 | 2.94 | 2.98 | 3.06 | 3.34 |
| Residue % after 168 hours | 66 | 93 | 88 | 71 | 66 | 73 |
| Residue % after 312 hours | 40 | 56 | 37 | 46 | 40 | 56 |
Embodiment in the table 3 shows, adds magnesium hydroxide in the polyacetal copolymer composition of parts, can improve the tolerance of molded parts to hot diesel oil fuel.These embodiment show that also the anti-diesel oil that contains magnesium hydroxide and dicyanodiamide or magnesian composition is improved.These embodiment also show, the modulus of the test rod that the various composite mold of being made up of acetal copolymer and magnesium hydroxide are made increases along with the increase of magnesium hydroxide content in the composition.
Though, it should be understood that the present invention is not subjected to the restriction of these described embodiments with reference to thinking that preferred embodiment invention has been described at present.On the contrary, the present invention is intended to contain the various modifications and the equivalent form of value that is included in the claims spirit and scope.The scope of claims is consistent with the explanation of wide region, to comprise this type of all modification and prescription of equal value and effect.
Claims (22)
1. the molded parts of a high temperature diesel-resistant, it is by the composition manufacturing of the magnesium hydroxide of polyacetal copolymer that comprises 85 to 99.8 weight % and 0.2 to 15 weight %.
2. the molded parts of high temperature diesel-resistant as claimed in claim 1 is characterized in that, described magnesium hydroxide improves tensile modulus.
3. the molded parts of high temperature diesel-resistant as claimed in claim 2 is characterized in that, the content range of magnesium hydroxide is 2 to 15 weight %.
4. the molded parts of high temperature diesel-resistant as claimed in claim 2 is characterized in that, the content range of magnesium hydroxide is 10 to 15 weight %.
5. require the molded parts of 1 described high temperature diesel-resistant as claim, also comprise the component that is selected from amidine compound and metal oxide of 0.01 to 5 weight %.
6. the molded parts of high temperature diesel-resistant as claimed in claim 5, it is characterized in that described composition is made up of the polyacetal copolymer of 92 to 99.4 weight %, the magnesium hydroxide of 0.5 to 5 weight % and the component that is selected from amidine compound and metal oxide of 0.1 to 3 weight %.
7. the molded parts of high temperature diesel-resistant as claimed in claim 5 is characterized in that, described amidine compound is cyano group-guanidine compound or melamine.
8. the molded parts of high temperature diesel-resistant as claimed in claim 5 is characterized in that, described amidine compound is dicyanodiamide.
9. the molded parts of high temperature diesel-resistant as claimed in claim 5 is characterized in that, described metal oxide is a magnesium oxide.
10. the molded parts of high temperature diesel-resistant as claimed in claim 5 is characterized in that, described composition is made up of the polyacetal copolymer of 94.5 to 99.4 weight %, the magnesium hydroxide of 0.5 to 5 weight % and the dicyanodiamide of 0.1 to 0.5 weight %.
11. the molded parts of high temperature diesel-resistant as claimed in claim 5 is characterized in that, described composition is made up of the polyacetal copolymer of 92 to 99.4 weight %, the magnesium hydroxide of 0.5 to 5 weight % and the magnesium oxide of 0.1 to 3 weight %.
12. high temperature diesel-resistant molded parts as claimed in claim 1 is characterized in that described molded parts comprises the motor vehicle diesel fuel system component.
13. the method for the plastic molded articles deterioration that an inhibition contacts with high temperature diesel fuel, it may further comprise the steps:
Composite mold by the magnesium hydroxide of polyacetal copolymer that comprises 85 to 99.8 weight % and 0.2 to 15 weight % is made plastic components;
The diesel oil fuel that makes described moulded plastic parts and temperature be at least about 60 ℃ contacts.
14. method as claimed in claim 13 is characterized in that, the described composition that is molded into plastic components also comprises the component that is selected from amidine compound and metal oxide of 0.01 to 5 weight %.
15. the moulding compound of an anti-diesel oil with moulded parts that diesel oil fuel contacts in application, described moulding compound comprises the polyacetal copolymer of 85 to 99.8 weight %, the magnesium hydroxide of 0.2 to 10 weight % and the component that is selected from amidine compound and metal oxide of 0.01 to 5 weight %.
16. the application of moulding compound as claimed in claim 15, it is characterized in that described composition is made up of the polyacetal copolymer of 92 to 99.4 weight %, the magnesium hydroxide of 0.5 to 5 weight % and the component that is selected from amidine compound and metal oxide of 0.1 to 3 weight %.
17. the application of moulding compound as claimed in claim 15 is characterized in that, described amidine compound is cyano group-guanidine compound or melamine.
18. the application of moulding compound as claimed in claim 15 is characterized in that, described amidine compound is dicyanodiamide.
19. the application of moulding compound as claimed in claim 15 is characterized in that, described metal oxide is a magnesium oxide.
20. the application of moulding compound as claimed in claim 15 in the motor vehicle fuel system molded parts.
21. the application of moulding compound as claimed in claim 15 is characterized in that, described composition is made up of the polyacetal copolymer of 94.5 to 99.4 weight %, the magnesium hydroxide of 0.5 to 5 weight % and the dicyanodiamide of 0.1 to 0.5 weight %.
22. the application of moulding compound as claimed in claim 15 is characterized in that, described composition is made up of the polyacetal copolymer of 92 to 99.4 weight %, the magnesium hydroxide of 0.5 to 5 weight % and the magnesium oxide of 0.1 to 3 weight %.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52991103P | 2003-12-15 | 2003-12-15 | |
| US60/529,911 | 2003-12-15 | ||
| US11/001,290 | 2004-12-01 |
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| Publication Number | Publication Date |
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| CN1894335A true CN1894335A (en) | 2007-01-10 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN 200480037039 Pending CN1894335A (en) | 2003-12-15 | 2004-12-15 | High temperature diesel-resistant polyacetal molded articles |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102317363A (en) * | 2009-02-11 | 2012-01-11 | 巴斯夫欧洲公司 | The polyoxymethylene that is used for diesel applications |
| CN107109029A (en) * | 2014-12-22 | 2017-08-29 | 三菱瓦斯化学株式会社 | Polyacetal resin composite and its formed body |
-
2004
- 2004-12-15 CN CN 200480037039 patent/CN1894335A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102317363A (en) * | 2009-02-11 | 2012-01-11 | 巴斯夫欧洲公司 | The polyoxymethylene that is used for diesel applications |
| CN104861411A (en) * | 2009-02-11 | 2015-08-26 | 巴斯夫欧洲公司 | Polyoxymethylenes for diesel applications |
| CN104861411B (en) * | 2009-02-11 | 2019-05-17 | 巴斯夫欧洲公司 | Polyformaldehyde for diesel applications |
| CN107109029A (en) * | 2014-12-22 | 2017-08-29 | 三菱瓦斯化学株式会社 | Polyacetal resin composite and its formed body |
| CN107109029B (en) * | 2014-12-22 | 2021-03-12 | 三菱瓦斯化学株式会社 | Polyacetal resin composition and molded article thereof |
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