CA1043920A - Hot melt adhesive composition containing a branched elastomeric copolymer - Google Patents
Hot melt adhesive composition containing a branched elastomeric copolymerInfo
- Publication number
- CA1043920A CA1043920A CA195,516A CA195516A CA1043920A CA 1043920 A CA1043920 A CA 1043920A CA 195516 A CA195516 A CA 195516A CA 1043920 A CA1043920 A CA 1043920A
- Authority
- CA
- Canada
- Prior art keywords
- parts
- copolymer
- composition
- diene
- hot melt
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 41
- 239000004831 Hot glue Substances 0.000 title claims abstract description 14
- 229920001198 elastomeric copolymer Polymers 0.000 title claims abstract description 4
- 150000001993 dienes Chemical class 0.000 claims abstract description 27
- 239000011347 resin Substances 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims abstract description 17
- 229920001577 copolymer Polymers 0.000 claims abstract description 15
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000005977 Ethylene Substances 0.000 claims abstract description 10
- 239000012169 petroleum derived wax Substances 0.000 claims abstract description 6
- 235000019381 petroleum wax Nutrition 0.000 claims abstract description 6
- -1 polypropylene Polymers 0.000 claims description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 8
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 8
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical group C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 claims description 6
- 239000004743 Polypropylene Substances 0.000 claims description 5
- 229920001155 polypropylene Polymers 0.000 claims description 5
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 claims description 4
- 239000004606 Fillers/Extenders Substances 0.000 claims description 2
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical group C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 claims 4
- 239000004711 α-olefin Substances 0.000 abstract description 7
- 239000012943 hotmelt Substances 0.000 description 22
- 239000001993 wax Substances 0.000 description 20
- 239000000853 adhesive Substances 0.000 description 10
- 230000001070 adhesive effect Effects 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 9
- 229920005605 branched copolymer Polymers 0.000 description 8
- 229920006029 tetra-polymer Polymers 0.000 description 7
- 238000012360 testing method Methods 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 4
- 235000006708 antioxidants Nutrition 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 238000007789 sealing Methods 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 229920001897 terpolymer Polymers 0.000 description 4
- 238000005259 measurement Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 241001441571 Hiodontidae Species 0.000 description 2
- 239000002318 adhesion promoter Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 239000011111 cardboard Substances 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- 239000007863 gel particle Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000004200 microcrystalline wax Substances 0.000 description 2
- 235000019808 microcrystalline wax Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000011087 paperboard Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- WTQBISBWKRKLIJ-UHFFFAOYSA-N 5-methylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C)CC1C=C2 WTQBISBWKRKLIJ-UHFFFAOYSA-N 0.000 description 1
- CJQNJRMLJAAXOS-UHFFFAOYSA-N 5-prop-1-enylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=CC)CC1C=C2 CJQNJRMLJAAXOS-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- WZSLMUFASUXCIK-UHFFFAOYSA-N C1(C=C/C(=O)O1)=O.C1(=CC=CC=C1)O Chemical compound C1(C=C/C(=O)O1)=O.C1(=CC=CC=C1)O WZSLMUFASUXCIK-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 101150007483 Cklf gene Proteins 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- 241000155250 Iole Species 0.000 description 1
- 101100342330 Mus musculus Klf15 gene Proteins 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012967 coordination catalyst Substances 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 238000007757 hot melt coating Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 229920001912 maleic anhydride grafted polyethylene Polymers 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229940114937 microcrystalline wax Drugs 0.000 description 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 150000003097 polyterpenes Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J191/00—Adhesives based on oils, fats or waxes; Adhesives based on derivatives thereof
- C09J191/06—Waxes
- C09J191/08—Mineral waxes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
- C09J123/02—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
- C09J123/16—Elastomeric ethene-propene or ethene-propene-diene copolymers, e.g. EPR and EPDM rubbers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J191/00—Adhesives based on oils, fats or waxes; Adhesives based on derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Laminated Bodies (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00343683A US3821143A (en) | 1973-03-22 | 1973-03-22 | Hot melt adhesive composition containing a branched elastomeric copolymer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1043920A true CA1043920A (en) | 1978-12-05 |
Family
ID=23347160
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA195,516A Expired CA1043920A (en) | 1973-03-22 | 1974-03-20 | Hot melt adhesive composition containing a branched elastomeric copolymer |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3821143A (enExample) |
| JP (1) | JPS5336859B2 (enExample) |
| AR (1) | AR200182A1 (enExample) |
| AU (1) | AU6686974A (enExample) |
| BR (1) | BR7402205D0 (enExample) |
| CA (1) | CA1043920A (enExample) |
| ES (1) | ES424503A1 (enExample) |
| FR (1) | FR2222415B1 (enExample) |
| GB (1) | GB1449739A (enExample) |
| IT (1) | IT1005775B (enExample) |
| NL (1) | NL7403845A (enExample) |
| ZA (1) | ZA741823B (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1086439A (en) * | 1975-06-10 | 1980-09-23 | Robert L. Combs | Polyethylene-hydrocarbon tackifier resin-fischer- tropsch wax hot-melt adhesives |
| US4345349A (en) * | 1981-07-30 | 1982-08-24 | National Starch And Chemical Corporation | Adhesive for perfect bound books and method of using same |
| US6300451B1 (en) | 1994-10-24 | 2001-10-09 | Exxon Chemical Patents Inc. | Long-chain branched polymers and their production |
| CA2414498C (en) * | 1999-12-21 | 2009-12-08 | Exxon Chemical Patents Inc. | Adhesive alpha-olefin inter-polymers |
| US8653169B2 (en) | 2002-10-15 | 2014-02-18 | Exxonmobil Chemical Patents Inc. | Propylene copolymers for adhesive applications |
| US7550528B2 (en) * | 2002-10-15 | 2009-06-23 | Exxonmobil Chemical Patents Inc. | Functionalized olefin polymers |
| KR101113341B1 (ko) | 2002-10-15 | 2012-09-27 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 올레핀 중합용 다중 촉매 시스템 및 이로부터 제조된중합체 |
| US7541402B2 (en) | 2002-10-15 | 2009-06-02 | Exxonmobil Chemical Patents Inc. | Blend functionalized polyolefin adhesive |
| US7700707B2 (en) | 2002-10-15 | 2010-04-20 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and articles made therefrom |
| US8618219B2 (en) * | 2002-10-15 | 2013-12-31 | Exxonmobil Chemical Patents Inc. | Propylene copolymers for adhesive applications |
| US7223822B2 (en) * | 2002-10-15 | 2007-05-29 | Exxonmobil Chemical Patents Inc. | Multiple catalyst and reactor system for olefin polymerization and polymers produced therefrom |
| US7906586B2 (en) * | 2003-12-09 | 2011-03-15 | Dow Global Technologies Llc | Thermoplastic olefinic compositions |
| CA2606584A1 (en) * | 2005-05-12 | 2006-11-23 | Dow Global Technologies Inc. | Thermoformed, extruded sheeting with reduced gloss |
| US20080220273A1 (en) | 2005-09-12 | 2008-09-11 | Weaver Laura B | Ethylene/Alpha Olefins Compositions, Articles Made Therefrom and Methods for Preparing the Same |
| WO2008057886A2 (en) | 2006-11-01 | 2008-05-15 | Dow Global Technologies Inc. | Polyurethane compositions and articles prepared therefrom, and methods for making the same |
| JP5363339B2 (ja) * | 2006-12-21 | 2013-12-11 | ダウ グローバル テクノロジーズ エルエルシー | 充填されたｔｐｏ組成物、それを作成する方法、およびそれから調製された物品 |
| WO2009035850A1 (en) * | 2007-09-07 | 2009-03-19 | Dow Global Technologies Inc. | Filled tpo compositions with good low temperature ductility |
| EP2209625B1 (en) | 2007-11-14 | 2019-03-20 | Dow Global Technologies LLC | Multi-layered article |
| CN107519158A (zh) * | 2009-05-08 | 2017-12-29 | 3M创新有限公司 | 口腔护理方法和套件 |
| WO2011025587A1 (en) * | 2009-08-27 | 2011-03-03 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and method of making thereof |
| JP6089591B2 (ja) * | 2012-10-30 | 2017-03-08 | 東洋インキＳｃホールディングス株式会社 | 熱収縮性フィルム用印刷インキ及びホットメルト接着剤を積層してなる包装材 |
| KR102290485B1 (ko) | 2014-02-24 | 2021-08-17 | 다우 글로벌 테크놀로지스 엘엘씨 | 비-카페트 바닥재를 위한 광택이 감소된 열가소성 폴리올레핀 |
| CA3024733C (en) | 2016-07-01 | 2023-07-04 | H.B. Fuller Company | Propylene polymer-based hot melt adhesive composition exhibiting fast set time and articles including the same |
| SG11201901112XA (en) | 2016-08-12 | 2019-03-28 | Dow Global Technologies Llc | Propylene-based compositions comprising carbon fibers and a thermoplastic polyolefin elastomer |
| JP6961014B2 (ja) | 2017-05-22 | 2021-11-05 | エイチ．ビー．フラー カンパニー | ホットメルト接着剤組成物 |
| KR20240108533A (ko) | 2021-11-30 | 2024-07-09 | 다우 글로벌 테크놀로지스 엘엘씨 | 연질 열가소성 올레핀 및 이로부터 제조된 제품 |
| CN118927748B (zh) * | 2024-09-12 | 2025-01-24 | 科顺防水科技股份有限公司 | 热塑性聚烯烃弹性体塑钢瓦及其制备方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3321428A (en) * | 1963-11-04 | 1967-05-23 | Du Pont | Composition containing wax and an ethylene-unconjugated diolefin interpolymer |
| US3615106A (en) * | 1969-04-04 | 1971-10-26 | Nat Starch Chem Corp | Manufacture of hard covered books |
-
1973
- 1973-03-22 US US00343683A patent/US3821143A/en not_active Expired - Lifetime
-
1974
- 1974-03-20 CA CA195,516A patent/CA1043920A/en not_active Expired
- 1974-03-20 ZA ZA00741823A patent/ZA741823B/xx unknown
- 1974-03-20 JP JP3107974A patent/JPS5336859B2/ja not_active Expired
- 1974-03-20 AU AU66869/74A patent/AU6686974A/en not_active Expired
- 1974-03-21 ES ES424503A patent/ES424503A1/es not_active Expired
- 1974-03-21 IT IT42524/74A patent/IT1005775B/it active
- 1974-03-21 AR AR252893A patent/AR200182A1/es active
- 1974-03-21 BR BR2205/74A patent/BR7402205D0/pt unknown
- 1974-03-21 NL NL7403845A patent/NL7403845A/xx unknown
- 1974-03-21 GB GB1265074A patent/GB1449739A/en not_active Expired
- 1974-03-22 FR FR7409858A patent/FR2222415B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2413979B2 (de) | 1976-02-19 |
| BR7402205D0 (pt) | 1974-11-05 |
| US3821143A (en) | 1974-06-28 |
| JPS5336859B2 (enExample) | 1978-10-05 |
| DE2413979A1 (de) | 1974-10-10 |
| FR2222415B1 (enExample) | 1977-10-07 |
| FR2222415A1 (enExample) | 1974-10-18 |
| JPS49122549A (enExample) | 1974-11-22 |
| AR200182A1 (es) | 1974-10-24 |
| IT1005775B (it) | 1976-09-30 |
| ES424503A1 (es) | 1976-09-01 |
| NL7403845A (enExample) | 1974-09-24 |
| GB1449739A (en) | 1976-09-15 |
| AU6686974A (en) | 1975-09-25 |
| ZA741823B (en) | 1975-03-26 |
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