WO2011140669A1 - Flame retardant encapsulant composition - Google Patents
Flame retardant encapsulant composition Download PDFInfo
- Publication number
- WO2011140669A1 WO2011140669A1 PCT/CN2010/000652 CN2010000652W WO2011140669A1 WO 2011140669 A1 WO2011140669 A1 WO 2011140669A1 CN 2010000652 W CN2010000652 W CN 2010000652W WO 2011140669 A1 WO2011140669 A1 WO 2011140669A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- flame retardant
- encapsulant
- oil
- rich phase
- 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
Links
Classifications
-
- H—ELECTRICITY
- H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
- H02G—INSTALLATION OF ELECTRIC CABLES OR LINES, OR OF COMBINED OPTICAL AND ELECTRIC CABLES OR LINES
- H02G15/00—Cable fittings
- H02G15/003—Filling materials, e.g. solid or fluid insulation
-
- 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
- C08K5/523—Esters of phosphoric acids, e.g. of H3PO4 with hydroxyaryl compounds
-
- 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
- C08K5/01—Hydrocarbons
-
- 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
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
- C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
Definitions
- the present disclosure broadly relates to compositions of an encapsulant including a crosslinked polymer network, oil, and a liquid flame retardant.
- the present disclosure also relates to methods of making the compositions and uses of the compositions.
- encapsulating compositions or materials are often used to provide an environmental barrier to water, moisture, and contaminants.
- Encapsulants are typically used to encapsulate a device, such as a splice between one or more conductors or an electronic component, through which a signal, such as an electrical or optical signal, is transmitted.
- the encapsulant serves as a barrier to fluid and non-fluid contamination. In this use and others, it is desirable that the
- encapsulant be non-toxic, odorless, easy to use, resistant to fungi, and inexpensive.
- Encapsulants suitable for many telecommunication applications are frequently oil- based systems.
- Types of oil-based encapsulants include silicone oil-based gels and hydrocarbon oil-based gels.
- the encapsulant typically includes a crosslinked polymer network swelled with oil which is essentially inert with respect to the formation of the polymer network.
- the polymer network may be physically or chemically crosslinked.
- Refined petroleum oils and vegetable oils are usually preferred diluents for encapsulants based on the cost.
- the flammability of the resulting encapsulant materials can limit the applications and locations where the encapsulant can be used.
- an encapsulant prepared using petroleum and/or vegetable oil(s), having improved flammability characteristics is highly desirable.
- solid flame retardants have been added to some oil gel materials (i.e. an encapsulant material based on a physically crosslinked polymer network swollen with a hydrocarbon oil) to improve the flame retardant properties of the oil gel material. Addition of high concentrations of solid flame retardants may adversely affect the material properties of the encapsulant material such as by increasing the viscosity of the material before cure and/or modulus of the resulting material. Sometimes these difficulties can be reduced in factory dispensed systems where production equipment or process changes can accommodate for the changes in material properties.
- the present invention provides a flame retardant encapsulant composition.
- a composition includes 40-80 wt.% of an encapsulant comprising 60 to 80 parts by weight of hydrocarbon oil suspended in a cross-linked polymer matrix; and a liquid flame retardant. At least a portion of the liquid flame retardant can be present in the form of a dispersed liquid phase suspended in a continuous oil-rich phase that swells the cross- linked polymer matrix.
- the oil-rich phase comprises less than 15% of the liquid flame retardant dissolved in the oil-rich phase. While in other embodiments, the oil-rich phase comprises less than 10% of the liquid flame retardant dissolved in the oil-rich phase.
- the composition includes 40-70 wt. % of an encapsulant comprising an admixture of 20 to 40 parts by weight of an anhydride functionalized compound, 60 to 80 parts by weight of hydrocarbon oil, and a liquid flame retardant.
- the liquid flame retardant is one of a bisphenol A bis- (diphenyl phosphate) and a resorcinol bis-(diphenyl phosphate).
- the composition includes between about 30% by weight and about 60% by weight liquid flame retardant. While in other embodiments, the composition includes between about 40% by weight and about 50% by weight liquid flame retardant.
- compositions according to the present disclosure are useful; for example, as an encapsulant (e.g., a re-enterable encapsulant) for optical or electrical connections such as telecommunication connections and/or electrical circuits or devices.
- an encapsulant e.g., a re-enterable encapsulant
- optical or electrical connections such as telecommunication connections and/or electrical circuits or devices.
- Encapsulant means a semisolid crosslinked material that can resist some mechanical stress without permanent deformation.
- Essentially inert as used herein means that the plasticizer does not become chemically cross-linked into the polymer network which provides the mechanical structure of the encapsulant material.
- Non-exuding as used herein means that the plasticizer has the ability to become and remain blended with the unreacted precursors of the crosslinked polymer, and the crosslinked polymer itself, (e.g. an anhydride functionalized compound and a cross-linking agent) and is substantially resistant to weeping or seeping out of the encapsulant material.
- Anhydride functionalized compound as used herein is defined as a polymer, oligomer, or monomer, which has multiple anhydride reactive sites thereon.
- Fig. 1 shows a schematic view of an exemplary encapsulant material in accordance with the present invention.
- Fig. 2 shows a graph which compares the storage modulus (G') at different Shear Frequencies of an exemplary encapsulant material to a control materials which does not contain any flame retardant.
- Fig. 3 shows a scanning electron micrograph of an exemplary encapsulant material in accordance with the present invention.
- Underwriters Laboratories is an independent product safety certification organization, which creates standards and provides fire protection testing and approval procedures.
- Flame resistance or ignition resistance for plastics or polymer based materials refers to the tendency of a thin strip of material to withstand a brief exposure to a controlled flame or hot wire without continuing to burn based on the UL standard test methods.
- three basic flammability tests are used to measure flame resistance that are part of UL's UL94 flammability standard: Horizontal Burning Test, Vertical Burning Test (20 mm, 125 mm or thin material) and Radiant Panel Flame Spread Test.
- the horizontal burning test is generally considered the easiest flammability test to pass.
- the vertical burning test is more stringent than the horizontal burning test and has three classification levels: 94V-2 (lowest level), 94V- 1 and 94V-0 (highest level).
- compositions according to the present disclosure are useful; for example, as an encapsulant (e.g., a re-enterable encapsulant) for optical or electrical connections such as telecommunication connections and/or electrical circuits or devices.
- encapsulants of the current disclosure can be used as sealing gels, and/or potting materials that are included in electrical connectors (e.g., telecommunications connectors), splice closures, and electrical circuits (e.g., on a printed circuit board such as a personal computer mother board or in electronic sensor modules).
- the compositions may be used to protect detectors for vehicles, especially train or traffic sensors; control circuits or power circuits which are deployed in extreme environments (e.g.
- the encapsulant is a material which provides a seal which blocks the entry of water, dirt, cleaning solutions, or other environmental contamination.
- compositions according to the present disclosure are encapsulant materials.
- the encapsulant can be a multi-part reactive encapsulant material that can be mixed and dispensed in a factory or in the field.
- the encapsulant material of the present invention is suited for use as an encapsulant for signal, control or power transmission devices and other uses in which a flame retardant, water-impervious barrier is desired.
- One exemplary encapsulant material can be formed by cross-linking an anhydride functionalized compound with a suitable cross-linking agent in the presence of an organic plasticizer (e.g. oil) which extends the reaction product.
- the plasticizer is preferably essentially inert to the reaction product and substantially non-exuding.
- the plasticizer system chosen contributes to the desired properties of the encapsulant, such as, the degree of adhesion to grease-coated conductors, the degree of compatibility with standard telecommunication or electrical connectors, and the softness or hardness of the
- plasticizers experience some blooming, or a slight separation from the solid, especially at higher temperatures or when under compression, and over lengthy storage times. These plasticizers are still considered to be 'substantially non- exuding'.
- An exemplary encapsulant can include an oil swollen, cross-linked polymer network.
- the cross-links can be either due to physical association or chemicals bonds formed between the polymer chains within the network.
- an exemplary composition for an encapsulant can comprise a base encapsulant material comprising an extended reaction product of an admixture of: 1) an anhydride functionalized compound having reactive anhydride sites; 2) a crosslinking agent which reacts with the anhydride sites of the anhydride functionalized compound; 3) a hydrocarbon oil which acts as plasticizer and is essentially inert to the reaction product and substantially non-exuding; and a flame retardant which is also essentially inert to the cross-linking reaction which forms the resulting encapsulant material.
- the hydrocarbon oil can be a petroleum based mineral oil, a vegetable oil or a modified version of either of these two oil types.
- Other additives which may be added to the exemplary encapsulant of the current invention include cure catalysts, stabilizers, antioxidants, biocides, colorants, thermally conductive fillers, etc.
- An exemplary commercially available base encapsulant material include, but are not limited to those available under the trade designation High Gel Re-enterable
- Encapsulant 8882 available from 3M Company (St. Paul, MN).
- Exemplary flame retardants useful in this encapsulant composition should be inert with respect to the reaction(s) which form the cross-linked polymer network, so as to not inhibit, reduce the number of cross links, or significantly change the reaction time for the formation of the cross-linked polymer network.
- the exemplary flame retardants can include phosphorous-based liquid flame retardants.
- Exemplary phosphorous-based liquid flame retardants include bisphenol A bis-(diphenyl phosphate) such as REOFOS® BAPP available from Chemtura Corporation (Middleubury, CT) or BDP available from Jiangsu Yoke Technology Co.
- RDP resorcinol bis-(diphenyl phosphate) also known as RDP
- REOFOS® RDP available from Chemtura Corporation (Middleubury, CT)
- RDP available from Jiangsu Yoke Technology
- Bisphenol A bis-(diphenyl phosphate) can be represented by the formula
- Resorcinol bis-(diphenyl phosphate) can be represented by the formula
- an exemplary encapsulant material 10 includes a cross-linked polymer network 12 swollen with a continuous oil-rich phase 14.
- the liquid flame retardant may be only partially soluble in the oil-rich phase such that the flame retardant forms a second dispersed liquid phase 16 within the continuous oil-rich phase held within the cross-linked polymer network or matrix.
- the oil-rich phase can contain less than 15 wt% of the liquid flame retardant dissolved in the oil-rich phase.
- the oil-rich phase can contain less than 10 wt% of the liquid flame retardant dissolved in the oil-rich phase.
- High Gel Re-enterable Encapsulant 8882 an encapsulant formed as an admixture of an anhydride functionalized compound, available from 3M Company (St. Paul, MN).
- REOFOS® BAPP bisphenol A bis-(diphenyl phosphate), available from
- REOFOS® RDP resorcinol bis-(diphenyl phosphate), available from Chemtura Corporation (Middleubury, CT)
- RDP resorcinol bis-(diphenyl phosphate), available from Jiangsu Yoke
- FYROLFLEX® RDP resorcinol bis-(diphenyl phosphate), available from
- the 8882 encapsulant is a two-part (part A/part B) reactive encapsulant system. Equal parts (A/B) of the 8882 encapsulant were weighed out. A given weight of flame retardant to be evaluated was added to part A of the encapsulant and then mixed for one minute using a SPEEDMIXER DAC 150FVZ available from FlackTek, Inc. of Landrum, South Carolina operating at 3000 rpm. Part B of the encapsulant was added to the resultant mixture and then mixed for one minute at 3000 rpm. The mixture was cast into a silicone mold and cured at room temperature.
- Test specimens were created by casting the encapsulant in a mold to create
- test specimens 125 mm long by 13.0 mm wide by 5 mm thick test specimens.
- One set of 5 test specimens was preconditioned at 23 ⁇ 2°C and 50 ⁇ 5% relative humidity for a minimum of 48 hours.
- One set of 5 test specimens was preconditioned in an air-circulating oven for 168 hours at 70 ⁇ 1 °C and then cooled in a desiccator for at least 4 hours at room temperature, prior to testing.
- Each test specimen was arranged so that the longitudinal axis of the specimen extended vertically from the clamp such that the lower end of the specimen is 300 ⁇ 10 mm above a horizontal layer of absorbent 100 percent cotton that was thinned to approximately 50 x 50 mm and a maximum thickness of 6 mm.
- the methane gas burner having a blue flame 20 ⁇ 1 mm high was applied to the broad face of the test specimen near the bottom of the specimen.
- the burner was moved as necessary in response to any changes in the length or position of the specimen due to shrinkage, distortion or melting.
- the burner was withdrawn to a distance at least 150 mm away from the specimen.
- the afterflame time tl i.e. the time that the sample continued to burn after removal of the methane flame
- the burner was immediately applied for an additional 10 seconds. After this application of the flame to the specimen, the burner was removed and the second afterflame time, t2, and the afterglow time, t3 was measured.
- Table 1 shows a summary of exemplary flame retardant encapsulant formulations and the results of UL-94 vertical burn test performance. As mentioned above, Table 1 provides the composition of each material based on the screening test results utilizing two test specimens preconditioned at 23 ⁇ 2°C and 50 ⁇ 5% relative humidity for a minimum of 18 hours with the exception that the 40% sample with the Yoke RDP which was tested to the full UL-94 vertical burn test standard described above.
- the visco-elastic properties of encapsulant materials of the type described herein are related to the intrinsic cross-linked structure of the polymer network. This network structure determines the rheological behavior of the gel at different temperatures and shear rates.
- the rheological properties of polymeric based materials such as encapsulants and gels may be measured by methods well known in the art, such as dynamic mechanical analysis (DMA) testing.
- DMA dynamic mechanical analysis
- a Rheometrics RDA-2 Analyzer manufactured by TA Instruments (New Castle, DE) was used to determine some of the visco-elastic properties of encapsulant materials, including the storage modulus G' and the loss modulus of the inventive encapsulant materials disclosed herein.
- Fig. 2 shows a comparison of the storage modulus (G') as a function of shear frequency at 23°C of a cured 8882 control sample containing no flame retardant and exemplary 8882 encapsulant sample containing 40 wt.% RDP from Jiangsu Yoke Technology Co. Ltd (Shanghai, China). The behavior at differing shear rates is consistent.
- the storage modulus of the encapsulant containing the liquid flame retardant is slightly lower than the control sample which can be advantageous in some applications.
- a lower modulus indicates a softer gel material, which is desirable in some applications that require the gel to be re-enterable.
- the slight increase in the softness of the gel can be advantageous in some applications and is counter to what is normally encountered when high levels of solid flame retardants are added to similar encapsulant systems.
- the relative solubility of RDP was measured in the components of an 8882 encapsulant material (parts A/B). 12.0 g of RDP from Jiangsu Yoke Technology Co. Ltd (Shanghai, China) was mixed with 18.0 g of part A for one minute at 3000 rpm and 12.0 g of RDP from Jiangsu Yoke Technology Co. Ltd (Shanghai, China) was mixed with 18.0 g of part B for one minute at 3000 rpm producing an emulsion having dispersed phase droplets of about 10 microns in diameter as confirmed by scanning electron microscopy (SEM). Both solutions were set aside for one week to settle.
- SEM scanning electron microscopy
- the part A mixture was separated into two layers: a relatively clear layer and a hazy layer. An aliquot of liquid was carefully removed from both layers to avoid intermixing of the layers.
- a ⁇ NMR measurement was done using a Bruker Avance III 500 MHz Nuclear Magnetic Resonance Spectrometer using 5 mm NMR tubes in a broadband BBFO Probe, available from Bruker BioSpin Corporation (Billerica, MA), to determine the relative constituents in each layer in the Part A/RDP mixture.
- the clear layer of the part A/RDP mixture contained 88 wt.% of the 8882 part A material and 12 wt.% of RDP.
- the hazy layer of the part A/RDP mixture contained 33 wt.% of the 8882 part A material and 67 wt.% of RDP.
- the part B/RDP mixture was separated into three layers: a relatively clear upper layer, a hazy middle layer and a relatively clear lower layer. An aliquot of liquid was carefully removed from each layer to avoid intermixing of the layers. ⁇ NMR was used to determine the relative constituents in each layer in the part B/RDP mixture.
- the clear upper layer of the part B/RDP mixture contained 96 wt.% of the 8882 part B material and 4 wt.% of RDP.
- the hazy middle layer of the part B/RDP mixture contained 33 wt.% of the 8882 part B material and 67 wt.% of RDP.
- the lower layer of the part B/RDP mixture contained 4 wt.% of the 8882 part B material and 96 wt.% of RDP.
- Fig. 3 shows a scanning electron micrograph of an exemplary encapsulant material containing 40 wt.% of RDP.
- the image was captured using a FEI XL30 Environmental Scanning Electron Microscope (ESEM) available from FEI Company (Hillsboro, OR), operating in low vacuum mode using a backscattered electron imaging (BSEI) technique.
- ESEM Environmental Scanning Electron Microscope
- BSEI backscattered electron imaging
- the chamber pressure was at 1.0 torr and the beam strength was 20 KV.
- BSEI can be used to image compositional differences in a sample near its surface. Areas of high average atomic number show up as light areas in BSEI images.
- the dispersed light colored regions in the micrograph indicate phosphorus rich regions (e.g. flame retardant rich regions) dispersed within the darker continuous oil rich phase.
- the encapsulant of the current invention is a reactive two part system, it can be used in a myriad of applications where having a low initial viscosity is desirable, such as in applications involving fine features and/or where a plurality of components all need to be encapsulated at one time.
- the encapsulant can be factory dispensed such as may be required when protecting and sealing electronic assemblies such as electrical connections on circuit boards which are used in sensor assemblies or other applications where they need to be protected from their environment.
- the flame retardant may be premixed into one or both parts of the encapsulant mixture prior to final mixing of the two parts for dispensing in it intended application.
- the two parts of the encapsulant material and the flame retardant may be simultaneously introduced into the final mixing process just prior to dispensing so long as the constituents are adequately mixed to emulsify the flame retardant in the oil-rich phase of the encapsulant.
- the encapsulant of the current invention can be mixed and dispensed in the field such as is common in the telecommunication industry, for example to protect the splice points of telecommunication lines for harsh environmental conditions.
- the flame retardant may be premixed into one or both parts of the encapsulant mixture to form a stable emulsion.
- the two parts of the encapsulant mixture are then stored in separate receptacle until just prior to dispensing. At this point, the two parts of the formulation are combined and mixed together.
- the mixture can then be introduced into a sleeve or mold that surrounds the splices. Because of the relatively low initial viscosity of the inventive encapsulant material, it will flow around and between the cables and splices contained within the sleeve displacing air and eliminating water infiltration path ways.
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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)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Sealing Material Composition (AREA)
- Fireproofing Substances (AREA)
Abstract
Description
Claims
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10851176.7A EP2569373A4 (en) | 2010-05-10 | 2010-05-10 | FLAME RETARDANT ENCAPSULANT COMPOSITION |
| CN2010800666718A CN102884127A (en) | 2010-05-10 | 2010-05-10 | Flame retardant encapsulant composition |
| US13/643,791 US20130053488A1 (en) | 2010-05-10 | 2010-05-10 | Flame retardant encapsulant composition |
| PCT/CN2010/000652 WO2011140669A1 (en) | 2010-05-10 | 2010-05-10 | Flame retardant encapsulant composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2010/000652 WO2011140669A1 (en) | 2010-05-10 | 2010-05-10 | Flame retardant encapsulant composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2011140669A1 true WO2011140669A1 (en) | 2011-11-17 |
Family
ID=44913811
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/CN2010/000652 Ceased WO2011140669A1 (en) | 2010-05-10 | 2010-05-10 | Flame retardant encapsulant composition |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20130053488A1 (en) |
| EP (1) | EP2569373A4 (en) |
| CN (1) | CN102884127A (en) |
| WO (1) | WO2011140669A1 (en) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4639483A (en) * | 1985-05-09 | 1987-01-27 | Minnesota Mining And Manufacturing Company | Soap-thickened reenterable gelled encapsulants |
| CA1248271A (en) * | 1984-10-05 | 1989-01-03 | Klaus Gorke | Heat cross-linkable polymer compositions and their production process |
| US4985475A (en) * | 1987-03-09 | 1991-01-15 | Minnesota Mining And Manufacturing | Encapsulant compositions for use in signal transmission devices |
| US20080001140A1 (en) * | 2006-06-28 | 2008-01-03 | Gelcore Llc | Optoelectronic device |
| WO2009138679A1 (en) * | 2008-04-28 | 2009-11-19 | Arkema France | Polyamide graft polymer composition and use thereof in photovoltaic modules |
| WO2010005860A2 (en) * | 2008-07-11 | 2010-01-14 | 3M Innovative Properties Company | Curable resin composition |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4910241A (en) * | 1983-08-25 | 1990-03-20 | General Electric Company | Crosslinkable flame retardant compositions of olefinic rubber and polyphenylene ether |
| DE69609947T2 (en) * | 1995-01-27 | 2001-04-12 | Tyco Electronics Corp., Menlo Park | GELS MADE OF POLYMERS CONTAINING ANHYDRIDE |
| GB9704709D0 (en) * | 1997-03-07 | 1997-04-23 | Raychem Ltd | Gels |
| JP4755399B2 (en) * | 2004-02-26 | 2011-08-24 | 第一工業製薬株式会社 | Flame retardant styrene resin composition |
| CN100558842C (en) * | 2006-10-24 | 2009-11-11 | 西安飞机工业(集团)有限责任公司 | Cementation type polysulfide sealant |
| BRPI0920862A2 (en) * | 2008-10-07 | 2015-12-22 | 3M Innovative Properties Co | composition, method of manufacture, and use thereof |
-
2010
- 2010-05-10 WO PCT/CN2010/000652 patent/WO2011140669A1/en not_active Ceased
- 2010-05-10 CN CN2010800666718A patent/CN102884127A/en active Pending
- 2010-05-10 US US13/643,791 patent/US20130053488A1/en not_active Abandoned
- 2010-05-10 EP EP10851176.7A patent/EP2569373A4/en not_active Withdrawn
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1248271A (en) * | 1984-10-05 | 1989-01-03 | Klaus Gorke | Heat cross-linkable polymer compositions and their production process |
| US4639483A (en) * | 1985-05-09 | 1987-01-27 | Minnesota Mining And Manufacturing Company | Soap-thickened reenterable gelled encapsulants |
| US4985475A (en) * | 1987-03-09 | 1991-01-15 | Minnesota Mining And Manufacturing | Encapsulant compositions for use in signal transmission devices |
| US20080001140A1 (en) * | 2006-06-28 | 2008-01-03 | Gelcore Llc | Optoelectronic device |
| WO2009138679A1 (en) * | 2008-04-28 | 2009-11-19 | Arkema France | Polyamide graft polymer composition and use thereof in photovoltaic modules |
| WO2010005860A2 (en) * | 2008-07-11 | 2010-01-14 | 3M Innovative Properties Company | Curable resin composition |
Non-Patent Citations (1)
| Title |
|---|
| See also references of EP2569373A4 * |
Also Published As
| Publication number | Publication date |
|---|---|
| US20130053488A1 (en) | 2013-02-28 |
| EP2569373A4 (en) | 2016-06-01 |
| CN102884127A (en) | 2013-01-16 |
| EP2569373A1 (en) | 2013-03-20 |
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