TW495546B - Heat transfer fluids - Google Patents
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- TW495546B TW495546B TW88115938A TW88115938A TW495546B TW 495546 B TW495546 B TW 495546B TW 88115938 A TW88115938 A TW 88115938A TW 88115938 A TW88115938 A TW 88115938A TW 495546 B TW495546 B TW 495546B
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- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
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Description
經濟部智慧財產局員工消費合作社印製 495546 A7 B7_ 五、發明說明(1 ) 發明範圍 熱傳遞流體(有時被稱爲熱傳遞介質)是用於冷卻和 加熱管路及熱回收單元中的傳熱劑。它們可以有其他用途 ,因此,希望或預期它們具有高傳熱量、高熱負載量和在 操作範圍內之足夠的熱安定性。也希望有能夠忍受非常高 熱和低凝固點並維持惰性的流體。 發明背景 以前的技藝中,熱傳遞流體於高溫和低溫時有一些適 當的性質且具化學惰性。一般稱爲Dowtherm A之7 3 % 二苯醚和2 7 %聯苯的共熔混合物是一種目前銷售於全世 界的最常用熱傳遞流體。他種被廣泛使用的流體是經氫化 的聯三苯和聯四苯及二苄基甲苯之混合物。 但是,有許多原因而希望能夠不再使用以前因多種因 素而使用的熱傳遞流體,其中的一個原因是E P A現要求 不再使用聯苯。也希望能夠提出耐熱性較高、凝固溫度較 低或兼具二者的熱傳遞流體。 發明內容 本發明的目的是要克服以前熱傳遞流體的任何缺點及· 符合E P A規定地不再使用聯苯。本發明的另一目的是要 提出在考慮熱量和凝固點的範圍內更有用的熱傳遞流體, 及製造出在各種條件下的安定性更佳的熱傳遞流體。 爲達到本發明的目的,發現結構式爲C6H5〇 C6H5 木紙張尺度適用中國國家標準(CNS)A4規格(21G X 297公釐)--- ---;--------·裝-------訂L-------^9. (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 495546 Α7 Β7 五、發明說明(2) 的二苯醚(D P〇)和結構式爲C H 3 C H ( C 6 'H 5 ) 2的 二苯基乙烷(D Ρ Ε )之比例改變範圍大但二苯醚或1 ’ 1一二苯基乙烷的量比較多或者二苯醚和1 ,1一二苯基 乙烷的量實質上相同的混合物。換言之,1,1 ^二苯基 乙烷量比二苯醚來得大或反之的流體,提供了有用的熱傳 遞流體。但是,較佳比例是約5至5 0 % 1,1 一二苯基 乙烷:9 5 - 5 0 %二苯醚提供了性質比先前技藝的流體 大幅改善的熱傳遞流體,即,熱傳遞係數較高、凝固點較 低及熱安定性較佳的流體。前述組成物雖然與以前已有人 提出的組成物類似,但以前的技術未述及此組成物,所述 者未用於此處,並如所述者,此組成物比以前的組成物好 得多,此材料的效果令人意外且甚至於具有增效結果。 本發明最佳實施模式 本發明是結構式爲C6H5〇C6H5的二苯醚(DPO )和結構式爲C Η 3 C H ( C 6 Η 5 ) 2的1 ,1 _二苯基乙 烷(D Ρ Ε )之比例改變範圍大的混合物。較佳比例是約 5至5〇%1 ,1 一二苯基乙烷:95 — 5〇%二苯醚, 其提供熱傳遞係數高、凝固點低且熱安定性高的熱傳遞流 體。 * 雖然前述1,1 -二苯基乙烷和二苯醚的混合物是本 發明的較佳實施例,但嫻於此技藝者知道某些雜質和/或 異構物可以少量地加至此較佳熱傳遞混合物中,而不會影 響到本發明的效果,此於下文中詳細討論。特別地,已經 -----------裝--------L 訂---------^9— (請先閱讀背面之注意事項再填寫本頁) 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) -5- 495546 A7 ___B7__ 五、發明說明(3 ) 知道XCELTHERM XT( —種市售產品,基本上包‘9 2 — 9 5%1 ,1 一二苯基乙烷、7 — 4%1 ,2 —二苯基乙 (請先閱讀背面之注意事項再填寫本頁) 烷和1 %二苯基甲烷)可以代替較佳熱傳遞混合物中的純 1 ,1 -二苯基乙烷且與本發明之較佳實施例的預期效果 比較,此舉基本上不會影響到所得混合物的整體熱傳遞性 質。XCELTHERM XT產品由本專利案的受託人Radco Industries,Inc. of LaFox,Illionis 加工。據此,已經知道一 種基本上包含1,1 -二苯基乙烷和少量他種雜質和/或 異構物的材料可用以代替較佳組成物中的純1,1 -二苯 基乙院。 已經進行過1,1 -二苯基乙烷和二苯醚之混合物的 熱安定試驗。但是,檢視發展出本發明之熱傳遞流體以前 所用的所有材料之後,決定要進行確認試驗,以確定本發 明的熱傳遞流體合倂物(二苯醚和1,1 一二苯基乙烷) 之新穎和未預期的改善效果。曾用以進行試驗的合倂物是 聯三苯、二苄基甲苯、二苯醚-二聯苯混合物及本發明之組 成物,以他們測定那一種流體能夠提供最佳的傳熱結果。 此處,應注意到申請專利說明書中所謂的 ''二苯醚〃和'' 經濟部智慧財產局員工消費合作社印製 D P〇〃指相同的化學組份,而'' D P E 〃是指1 ,1 — 二苯基乙烷。 · 許多工業產製法須於6 0 0 - 7 0 0 °F的溫度範圍內 使用熱傳遞流體。此溫度範圍內使用的熱傳遞流體分成兩 大類= 1 ·液相流體,其特徵在於在液相中傳熱時的蒸汽壓 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 495546 經濟部智慧財產局員工消費合作社印製 A7 B7 五、發明說明(4) 較低。 2 ·液/蒸汽相流體,其特徵在於在液或蒸汽相中傳 熱時的蒸汽壓較高。 三種不同的化學品(皆是芳族物)是此溫度範圍內最常用 的流體。 1 · 7 3 %二苯醚/ 2 7 %聯苯混合物,這是一種液 /蒸汽相流體。 2 ·經氫化的聯三苯/聯四苯混合物,這是一種液相 流體。 3 ·二苄基甲苯,這是一種液相流體。 定義流體使用範圍的主要因素是.: 1 ·熱安定性。 2 ·傾倒/結晶溫度。 定義其操作範圍內之效能的主要因素是: 1 ·傳熱係數-於選定溫度,於單位時間面積載入、轉 移和輸出熱的能力。 流體使用的主要因素是其環境衝擊情況-被歸類爲有害 化合物與否。因爲這些流體有時會自系統漏出或者會在運 送時漏出,因此這些流體被E P A歸類爲 ''有害〃此招致 使用時額外的保護措施,因此花費高。 , 各種流體類型的缺點: 聯三苯: 1 ·因爲熱安定性低,所以僅能用於6 5 0 °F。 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) -----------裝--------i.訂-I-------- (請先閱讀背面之注意事項再填寫本頁) 495546 經濟部智慧財產局員工消費合作社印製 A7 B7 五、發明說明(5 ) 2 ·傳熱係數相當低。 ' 3. ·僅能以液相使用。 二苄基甲苯: . 1 ·因爲熱安定性低,所以僅能用於6 6 0 °F。 2 ·傳熱係數相當低。 3·僅能以液相使用。 D P 〇 / B I P : 1 ·傾倒/結晶溫度高-導致系統停工問題,特別是在 較冷的天候下。 2 ·含有聯苯-聯苯漏出量超過1 0 0磅就會對環境造 成損害。 此目的是要提出單一流體,其可以在液/蒸汽相操作 且於7 0 0 °F具有可被接受的安定性,提供夠低的傾倒/ 結晶溫度,傳熱係數高,暴於環境中的量非常少。 此傳熱係數是熱傳遞介質傳熱能力的主要指標。因此 ,於選定溫度之傳熱係數較高的流體預期每單位熱交換器 表面積所傳送的熱會比於相同溫度之傳熱係數較低者來得 多。因此,使用傳熱係數較高的流體,能夠產生較高產量. 或縮短產製時間。 附表1比較一般類型的熱傳遞流體之傳熱係數和本發 明之熱傳遞流體之傳熱係數,其中’ D P〇的量大於或等 於 D P E 。 太紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) -8 - -----------裝------—^訂 ------- (請先閱讀背面之注意事項再填寫本頁) 495546 A7B7 五、發明說明(6 ) 傳熱係數之比較 附表1 傳熱係數 -程序40 2”管(內徑2.066”)@流率7英呎/秒 溫度(°F) 聯三苯1 DBT2 73/27 DPO/BIP 95/5 DPO/DPE 85/15 DPO/ DPE 75/25 DPO/ DPE 50/50 DPO/ DPE 600 360.66 369.86 445.65 452.16 447.24 443.79 442.23 625 365.46 377.52 444.77 454.05 449.45 445.47 444.73 650 369.08 385.29 442.68 455.37 450.36 447.53 445.68 675 N/A1 N/A2 438.85 457.06 451.31 447.83 444.83 700 N/A1 N/A2 433.68 456.35 450.49 448.16 441.46 L流體供應商建議的最高使用溫度是650°F 2-流體供應商建議的最高使用溫度是660°F 傳熱係數爲流體輸入、輸送和輸出的能力。流體的傳熱係數越高,其每單位熱 交換積表面積傳送的熱越多 -----------裝--------S-訂 l·-------<^1^— (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 附表2比較一般類型的熱傳遞流體之傳熱係數和本發 明之熱傳遞流體之傳熱係數,其中,D P E的量大於.4 D P〇。 -9 - 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 495546 A7 五、發明說明(7 ) 傳熱係數之比較 附表2 傳熱係數 溫度 聯三苯1 DBT2 73/27 95/5 85/15 75/25 (°F) DPO/BIP DPE/DPO DPE/DPO DPE/DPO 600 360.66 369.86 445.65 415.17 419.11 423.08 625 365.46 377.52 444.77 416.55 420.55 424.59 650 369.05 385.29 442.68 441.21 450.14 447.67 (請先閱讀背面之注意事項再填寫本頁)Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs 495546 A7 B7_ V. Description of the invention (1) The scope of the invention The heat transfer fluid (sometimes referred to as the heat transfer medium) is used to cool and heat pipes and heat recovery units. Heat agent. They can have other uses, so they are expected or expected to have high heat transfer, high heat load, and sufficient thermal stability within the operating range. It is also desirable to have fluids that can tolerate very high heat and low freezing points and maintain inertness. BACKGROUND OF THE INVENTION In the prior art, heat transfer fluids have some suitable properties at high and low temperatures and are chemically inert. A eutectic mixture of 73% diphenyl ether and 27% biphenyl, commonly known as Dowtherm A, is one of the most commonly used heat transfer fluids currently sold throughout the world. Another widely used fluid is a mixture of hydrogenated terphenyl and ditetraphenyl and dibenzyltoluene. However, there are a number of reasons to hope that the heat transfer fluids previously used for many reasons will be discontinued, and one of the reasons is that EPA now requires that biphenyls be discontinued. It is also desirable to be able to propose heat transfer fluids with higher heat resistance, lower freezing temperatures, or both. The object of the present invention is to overcome any disadvantages of previous heat transfer fluids and to no longer use biphenyls in accordance with EPA regulations. Another object of the present invention is to propose a heat transfer fluid that is more useful in the range of considering heat and freezing point, and to manufacture a heat transfer fluid that is more stable under various conditions. In order to achieve the purpose of the present invention, it is found that the structural formula is C6H50〇C6H5 wood paper standard applicable to China National Standard (CNS) A4 specifications (21G X 297 mm) --- ---; ------- Order L ------- ^ 9. (Please read the precautions on the back before filling this page) Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs 495546 Α7 Β7 V. Description of the invention ( 2) The ratio of diphenyl ether (DP〇) and diphenylethane (D Ρ Ε) having a structural formula of CH 3 CH (C 6 'H 5) 2 varies widely, but diphenyl ether or 1' 1-1 The amount of diphenylethane is relatively large or a mixture of diphenyl ether and 1,1-diphenylethane is substantially the same. In other words, a fluid having a greater amount of 1,1 ^ diphenylethane than diphenyl ether or vice versa provides a useful heat transfer fluid. However, the preferred ratio is about 5 to 50% of 1,1 diphenylethane: 95-50% of diphenyl ether provides a heat transfer fluid with significantly improved properties compared to fluids of the prior art, ie, heat transfer Fluid with higher coefficient, lower freezing point and better thermal stability. Although the foregoing composition is similar to the composition previously proposed, the previous technology did not mention this composition, the former is not used here, and as mentioned, this composition is better than the previous Many, the effects of this material are surprising and even have synergistic results. BEST MODE FOR CARRYING OUT THE INVENTION The present invention is a diphenyl ether (DPO) having a structural formula of C6H50 ° C6H5 and 1, 1-diphenylethane (D PF) having a structural formula of C Η 3 CH (C 6 Η 5) 2. E) mixture with a wide range of ratio changes. A preferred ratio is about 5 to 50% 1,1, -diphenylethane: 95-50% diphenyl ether, which provides a heat transfer fluid with a high heat transfer coefficient, a low freezing point, and high thermal stability. * Although the aforementioned mixture of 1,1-diphenylethane and diphenyl ether is a preferred embodiment of the present invention, those skilled in the art know that certain impurities and / or isomers can be added to this in small amounts. Heat transfer in the mixture without affecting the effects of the present invention is discussed in detail below. In particular, it has been ----------- installed -------- L ordered --------- ^ 9— (Please read the precautions on the back before filling this page ) This paper size is in accordance with Chinese National Standard (CNS) A4 specification (210 X 297 mm) -5- 495546 A7 ___B7__ 5. Description of the invention (3) Know XCELTHERM XT (— a kind of commercially available product, basically including '9 2 — 9 5% 1,1 diphenylethane, 7-4% 1, 2-diphenylethyl (please read the notes on the back before filling this page) and 1% diphenylmethane) can be used instead The pure 1,1-diphenylethane in the best heat transfer mixture is compared with the expected effect of the preferred embodiment of the present invention, which does not substantially affect the overall heat transfer properties of the resulting mixture. XCELTHERM XT products are processed by Radco Industries, Inc. of LaFox, Illionis, the trustee of this patent. Based on this, it has been known that a material substantially containing 1,1-diphenylethane and a small amount of other impurities and / or isomers can be used in place of pure 1,1-diphenylethane in a preferred composition. . Thermal stability tests have been performed on mixtures of 1,1-diphenylethane and diphenyl ether. However, after reviewing all the materials previously used to develop the heat transfer fluid of the present invention, it was decided to conduct a validation test to determine the heat transfer fluid complex of the present invention (diphenyl ether and 1,1-diphenylethane) New and unexpected improvements. The compounds that have been used for testing are bitriphenyl, dibenzyltoluene, diphenyl ether-biphenyl mixtures, and combinations of the present invention, and they determine which fluid provides the best heat transfer results. Here, it should be noted that the so-called `` diphenyl ether hydrazone '' and `` DPPO '' printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs in the patent application specification refer to the same chemical composition, and `` DPE 〃 means 1, 1 — diphenylethane. · Many industrial processes require the use of heat transfer fluids in a temperature range of 600-700 ° F. The heat transfer fluids used in this temperature range are divided into two categories = 1 · Liquid phase fluids, which are characterized by the vapor pressure of heat transfer in the liquid phase. This paper is sized to Chinese National Standard (CNS) A4 (210 X 297 mm) ) 495546 Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs A7 B7 V. Invention Description (4) Low. 2. Liquid / steam phase fluids, which are characterized by a high vapor pressure when transferring heat in the liquid or vapor phase. Three different chemicals (all aromatics) are the most commonly used fluids in this temperature range. 1.7% diphenyl ether / 27% biphenyl mixture, which is a liquid / vapor phase fluid. 2. Hydrogenated terphenyl / bi-terphenyl mixture, which is a liquid phase fluid. 3. Dibenzyl toluene, which is a liquid phase fluid. The main factors that define the range of fluid use are: 1. Thermal stability. 2 · Pour / crystallization temperature. The main factors that define the effectiveness within its operating range are: 1 • Heat transfer coefficient-the ability to load, transfer and output heat per unit time area at a selected temperature. The main factor in fluid use is its environmental impact-whether it is classified as a hazardous compound or not. Because these fluids sometimes leak from the system or leak out during transport, these fluids are classified by EPA as `` harmful ''. This incurs extra protection during use and is therefore expensive. Disadvantages of various fluid types: Biphenyl: 1 · Because of low thermal stability, it can only be used at 650 ° F. This paper size applies to China National Standard (CNS) A4 (210 X 297 mm) ----------- installation -------- i. Order-I ------ -(Please read the notes on the back before filling this page) 495546 Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs A7 B7 V. Description of the invention (5) 2 · The heat transfer coefficient is quite low. '3. Use only in liquid phase. Dibenzyl toluene:. 1 · Due to low thermal stability, it can only be used at 660 ° F. 2 · The heat transfer coefficient is quite low. 3. Use only in liquid phase. D P 〇 / B I P: 1 · High pouring / crystallization temperature-leading to system shutdown problems, especially in colder weather. 2 • Contains biphenyls-Leaks in excess of 100 pounds can cause damage to the environment. The purpose is to propose a single fluid that can operate in the liquid / steam phase and has acceptable stability at 700 ° F, provides a sufficiently low pour / crystallization temperature, has a high heat transfer coefficient, and is exposed to ambient conditions. The amount is very small. This heat transfer coefficient is the main indicator of the heat transfer capacity of the heat transfer medium. Therefore, fluids with higher heat transfer coefficients at selected temperatures are expected to transfer more heat per unit heat exchanger surface area than those with lower heat transfer coefficients at the same temperature. Therefore, using a fluid with a higher heat transfer coefficient can produce a higher yield. Or shorten the production time. Attached Table 1 compares the heat transfer coefficient of a general type of heat transfer fluid with the heat transfer coefficient of the heat transfer fluid of the present invention, in which the amount of 'D P0 is greater than or equal to D P E. The paper size is applicable to China National Standard (CNS) A4 (210 X 297 mm) -8------------ installation -------- ^ order ------- (Please read the precautions on the back before filling this page) 495546 A7B7 V. Description of the invention (6) Comparison of heat transfer coefficient Table 1 Heat transfer coefficient-program 40 2 "tube (inner diameter 2.066") @ 流 率 7 英Ft / s temperature (° F) biphenyl 1 DBT2 73/27 DPO / BIP 95/5 DPO / DPE 85/15 DPO / DPE 75/25 DPO / DPE 50/50 DPO / DPE 600 360.66 369.86 445.65 452.16 447.24 443.79 442.23 625 365.46 377.52 444.77 454.05 449.45 445.47 444.73 650 369.08 385.29 442.68 455.37 450.36 447.53 445.68 675 N / A1 N / A2 438.85 457.06 451.31 447.83 444.83 700 N2 A4 450 A16 N / A1 450 Yes 650 ° F 2-The fluid supplier's recommended maximum use temperature is 660 ° F. The heat transfer coefficient is the capacity for fluid input, transport, and output. The higher the heat transfer coefficient of a fluid, the more heat it transmits per unit of heat exchange surface area ----------- installation -------- S-order l · ----- -< ^ 1 ^ — (Please read the notes on the back before filling out this page) Printed in Appendix 2 by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs. The heat transfer coefficient of the transfer fluid, where the amount of DPE is greater than .4 DP. -9-This paper size is in accordance with Chinese National Standard (CNS) A4 (210 X 297 mm) 495546 A7 V. Description of the invention (7) Comparison of heat transfer coefficients Schedule 2 Heat transfer coefficient temperature triphenyl 1 DBT2 73 / 27 95/5 85/15 75/25 (° F) DPO / BIP DPE / DPO DPE / DPO DPE / DPO 600 360.66 369.86 445.65 415.17 419.11 423.08 625 365.46 377.52 444.77 416.55 420.55 424.59 650 369.05 385.29 442.14 44.68 44 (Read the notes on the back and fill out this page)
^流體供應商建議的最高使用溫度是650°F 2-流體供應商建議的最高使用溫度是660°F 傳熱係數爲流體輸入、輸送和輸出的能力。流體的傳熱係數越 高,其每單位熱交換積表面積傳送的熱越多 下面的附表1 A - 1 E及2 A — 2 C衍生自附表1和 2的傳熱係數。( + )%爲DPO/DPE-DPE/ 經濟部智慧財產局員工消費合作社印製 D P〇的傳熱係數相對於指定產物的提高百分比。(一) %爲0 P〇/ D P E -D P E /D P〇的傳熱係數相對於指 定產物的降低百分比。 · . ’ 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 495546 A7B7 五、發明說明(8^ The maximum temperature recommended by the fluid supplier is 650 ° F 2-The maximum temperature recommended by the fluid supplier is 660 ° F The heat transfer coefficient is the capacity for fluid input, transport, and output. The higher the heat transfer coefficient of a fluid, the more heat it can transfer per unit heat exchange surface area. The following Schedules 1 A-1 E and 2 A-2 C are derived from the heat transfer coefficients of Schedules 1 and 2. (+)% Is the percentage increase of the heat transfer coefficient of D PO, printed by DPO / DPE-DPE / Intellectual Property Bureau Employees Cooperatives of the Ministry of Economy, relative to the specified product. (1) Percent reduction of the heat transfer coefficient of 0% P0 / DPE-DPE / DP0 relative to the specified product. · ’This paper size is in accordance with China National Standard (CNS) A4 (210 X 297 mm) 495546 A7B7 V. Description of the invention (8
附表1 A 經濟部智慧財產局員工消費合作社印製 傳熱係數比較(%) 600T 產物 95/5 85/15 75/25 50/50 DPO/DPE DPO/DPE DPO/DPE DPO/DPE 聯三苯 +25.37 +24.01 +23.05 +22.62 二苄基甲苯 +25.25 + 20.92 +19.99 + 19.57 73/27 DPO/BIP + 1.46 + 0.36 -0.42 -0.77 附表1 B 傳熱係數比較(%〕 625 T 產物 95/5 85/15 75/25 50/50 DPO/DPE DPO/DPE DPO/DPE DPO/DPE 聯三苯 +24.24 +22.98 +21.98 +21.69 二苄基甲苯 +20.27 +19.05 +18.00 +17.80 73/27 DPO/BIP + 2.09 + 1.05 + 0.16 -0.01 -----------·裝---------訂·1--------^9— (請先閱讀背面之注意事項再填寫本頁) 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 495546 A7B7 經濟部智慧財產局員工消費合作社印製 五、發明說明(9 ) 附表1C 傳熱係數比較(%) 650T . 產物 95/5 85/15 75/25 50/50 DPO/DPE DPO/DPE DPO/DPE DPO/DPE 聯三苯 +23.39 +22.03 +21.27 + 20.76 二苄基甲苯 +18.19 +16.89 +16.15 +15.67 73/27 DPO/BIP + 2.87 + 1.73 + 1.11 + 0.68Attached Table 1 A Comparison of heat transfer coefficients printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs (%) 600T products 95/5 85/15 75/25 50/50 DPO / DPE DPO / DPE DPO / DPE DPO / DPE biphenyl +25.37 +24.01 +23.05 +22.62 Dibenzyltoluene + 25.25 + 20.92 +19.99 + 19.57 73/27 DPO / BIP + 1.46 + 0.36 -0.42 -0.77 Schedule 1 B Comparison of heat transfer coefficient (%) 625 T Product 95 / 5 85/15 75/25 50/50 DPO / DPE DPO / DPE DPO / DPE DPO / DPE bitriphenyl + 24.24 +22.98 +21.98 +21.69 dibenzyltoluene + 20.27 +19.05 +18.00 +17.80 73/27 DPO / BIP + 2.09 + 1.05 + 0.16 -0.01 ----------- · install --------- order · 1 -------- ^ 9— (Please read the back first Note: Please fill in this page again.) This paper size is applicable to the Chinese National Standard (CNS) A4 specification (210 X 297 mm) 495546 A7B7 Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs 5. Description of the invention (9) Comparison of thermal coefficient (%) 650T. Product 95/5 85/15 75/25 50/50 DPO / DPE DPO / DPE DPO / DPE DPO / DPE bitriphenyl + 23.39 +22.03 +21.27 + 20.76 dibenzyltoluene + 18.19 +16.89 +16.15 +15.67 73/27 DPO / BIP + 2.87 + 1.73 + 1.11 + 0.68
附表1 D 傳熱係數比較(%) 675 T 產物 95/5 85/15 75/25 50/50 DPO/DPE DPO/DPE DPO/DPE DPO/DPE 聯三苯 N/A1 N/A ' N/A N/A 二苄基甲苯 N/A2 N/A N/A N/A 73/27 DP0/BIP + 4.15 + 2.84 + 2.05 + 3.36 L流體供應商建議的最高使用溫度是650°F 2-流體供應商建議的最高使用溫度是660°F (請先閱讀背面之注意事項再填寫本頁) -·裝 訂-L--- Φ. 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) -12- 495546 A7B7 經濟部智慧財產局員工消費合作社印製 五、發明說明(10)Attached Table 1 D Heat transfer coefficient comparison (%) 675 T Product 95/5 85/15 75/25 50/50 DPO / DPE DPO / DPE DPO / DPE DPO / DPE Bistriphenyl N / A1 N / A 'N / AN / A Dibenzyltoluene N / A2 N / AN / AN / A 73/27 DP0 / BIP + 4.15 + 2.84 + 2.05 + 3.36 L The maximum temperature recommended by the fluid supplier is 650 ° F 2- Fluid supplier's recommendation The maximum operating temperature is 660 ° F (please read the precautions on the back before filling this page)-· Binding-L --- Φ. This paper size applies to China National Standard (CNS) A4 (210 X 297 mm) -12- 495546 A7B7 Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economy V. Invention Description (10)
附表1E 傳熱係數比較(%) 700T - 產物 95/5 85/15 75/25 50/50 DPO/DPE DPO/DPE DPO/DPE DPO/DPE 聯三苯 N/A1 N/A N/A N/A 二苄基甲苯 N/A2 N/A N/A N/A 73/27 DPO/BIP + 5.23 + 3.88 卞 3.35 + 1.79 ^流體供應商建議的最高使用溫度是650°F 2-流體供應商建議的最高使用溫度是660°FTable 1E Comparison of heat transfer coefficients (%) 700T-products 95/5 85/15 75/25 50/50 DPO / DPE DPO / DPE DPO / DPE DPO / DPE biphenyl N / A1 N / AN / AN / A Dibenzyltoluene N / A2 N / AN / AN / A 73/27 DPO / BIP + 5.23 + 3.88 卞 3.35 + 1.79 ^ The maximum temperature recommended by the fluid supplier is 650 ° F 2-The maximum recommended by the fluid supplier The temperature is 660 ° F
附表2A 傳熱係數比較(%) 600T 產物 95/15 85/15 75/25 DPE/DPO DPE/DPO DPE/DPO 聯三苯1 +15.11 + 16.20 +17.31 二苄基甲苯2 +12.25 +13.32 +14.39 7 3/27 DP0/BIP -7.34 -6.33 -5.06 L流體供應商建議的最高使用溫度是650°F’ 2-流體供應商建議的最高使用溫度是660°F (請先閱讀背面之注意事項再填寫本頁) 木紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) -13- 495546 A7B7 五、發明說明(11 ) 附表2B 傳熱係數比較(%) 625 T 產物 95/15 85/15 7-5/25 DPE/DPO DPE/DPO DPE/DPO 聯三苯1 +13.98 + 1 5,0 7 +16.18 二苄基甲苯2 + 10.34 + 11.40 +12.47 73/27 DPO/BIP -6.77 -5.76 、 +4.75 ^流體供應商建議的最高使用溫度是650°F 2-流體供應商建議的最高使用溫度是660°F ---Table 2A Comparison of heat transfer coefficients (%) 600T products 95/15 85/15 75/25 DPE / DPO DPE / DPO DPE / DPO bitriphenyl 1 +15.11 + 16.20 +17.31 dibenzyltoluene 2 +12.25 +13.32 + 14.39 7 3/27 DP0 / BIP -7.34 -6.33 -5.06 L The maximum temperature recommended by the fluid supplier is 650 ° F '2- The maximum temperature recommended by the fluid supplier is 660 ° F (Please read the precautions on the back first (Fill in this page again) The wood paper size applies the Chinese National Standard (CNS) A4 specification (210 X 297 mm) -13- 495546 A7B7 V. Description of the invention (11) Schedule 2B Comparison of heat transfer coefficient (%) 625 T Product 95 / 15 85/15 7-5 / 25 DPE / DPO DPE / DPO DPE / DPO bitriphenyl 1 +13.98 + 1 5,0 7 +16.18 dibenzyltoluene 2 + 10.34 + 11.40 +12.47 73/27 DPO / BIP -6.77 -5.76, +4.75 ^ The maximum temperature recommended by the fluid supplier is 650 ° F 2-The maximum temperature recommended by the fluid supplier is 660 ° F ---
附表2CSchedule 2C
傳熱係數比較(%) 650T 產物 95/15 85/15 75/25 DPE/DPO DPE/DPO DPE/DPO 聯三苯1 + 19.55 +21.97 +21.30 二苄基甲苯2 + 14.51 +16.83 + 1 6 1 Q 7 3/27 DP0/BIP -0.33 + 1 · 6 8 ____ 丁丄U ·丄7 、 +1.12Comparison of heat transfer coefficients (%) 650T products 95/15 85/15 75/25 DPE / DPO DPE / DPO DPE / DPO bitriphenyl 1 + 19.55 +21.97 +21.30 dibenzyltoluene 2 + 14.51 +16.83 + 1 6 1 Q 7 3/27 DP0 / BIP -0.33 + 1 · 6 8 ____ Ding 丄 U · 丄 7, +1.12
\流體供應商建議的最高使用溫度是650°F 丨2-流體供應商建議的最高使用溫度是660°F 利用ASTM D97測定各種流體的傾倒溫度結晶溫g 。附表3列出各種流體的傾倒溫度/結晶溫度之比較。 本紙張尺度適用中國國家標準(CNS)A4規格(210 χ 297公釐) -14 - --------裝--------ί.訂 ------- (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 A7 五 B7 $明說明(12 ) •各種流體的傾倒溫度/結晶溫度之比較、 附表3 1 —_/結晶溫度 _ 產物 溫度°F ‘ 一 聯三苯 -15 一 二卡基甲苯 -50 —73/27 DPO/BIP 54 95/5 DPO/DPE 54 —85/15 DPO/DPE 40 75/25 DPO/DPE 27 _ 50/50 DPO/DPE 10 95/5 DPE/DPO -30 85/15 DPE/DPO -21 75/25 DPE/DPO -13 1 ASTM D97試驗法 (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 熱安定性可以定義爲化學鍵耐熱裂解的性質。於選定 溫度之熱安定性優於他者的流體使得流體壽命較長且會減 少系統因產物熱分解而被污染的情況。 熱安定性試驗以安瓶(Ampule )試驗程序進行。 安瓶試驗一般在工業上被接受作爲標準’其用以測試 熱傳遞流體的相對熱安定性。雖然沒有標準A S T M型安 瓶試驗定義,但多年來已經證貫以此試驗侍到的數據具有 可信度。視安瓶的組成和直徑而改變方法,此方法中’移 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公爱) 15 495546 A7 B7 五、發明說明(13) 除安瓶中的氧,測定樣品體積和溫度。但是,這^方法中 有一些無法移除氧,只要爐中溫度維持均勻,所得的相對 糸口果仍値得fe賴。此數據用以定義流體在任何選疋系統中 的熱安定性表現差異。 . 安瓶試驗程序如下: 目的:測定熱傳遞流體在相同條件下於無氧時之熱分解情 況以定出相對熱安定性。 A·樣品製備 1 ·切下足夠用於各流體兩個測試樣品之6英吋長乾 淨、乾的3 1 6 s s管(內徑1 / 2,外徑5 / 1 6 )。 2 ·先後以二甲苯、丙酮淸洗管的內部,通以空氣, 使其乾燥。 3 ·使用不銹鋼鍛模塞住管的每一端。 4 ·以金屬蝕刻工具作上管1 A、1 B · •等標記。 B ·樣品製備 1 ·將5毫升樣品置於各個安瓶中(樣品# 1 - 5毫升 .置於標示爲1 A的安瓶中,5毫升置於標示爲1 B的安瓶 中··等),並標上樣品名稱及其使用安瓶。 , 2 ·各個樣品各留下5毫升於玻璃瓶中並置於一旁作 爲參考組。 3 ·將經充塡的安瓶直立置於金屬管架上,樣品置於 架的兩側。 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) ------------裝--- (請先閱讀背面之注意事項再填寫本頁) . 經濟部智慧財產局員工消費合作社印製 495546 A7 __ B7 五、發明說明(14) C ·氧移除 、 1 ·將經充塡、未封蓋的管(架中)置於套盒中。 (請先閱讀背面之注意事項再填寫本頁) 2 ·將蓋子和所須工具置於套盒Φ。 3 ·連接氮管以1 / 8 ”管抽出袋中的空氣。. 4 ·裝入板作爲工作表面。 5 ·以調整器以6 0 P s i通入氮氣。 6 ·袋開始膨脹之後,以膠布封住開口端。 7 ·袋完全膨脹之後,開啓抽氣閥。 8 ·將壓力降低至調整器指示爲3 0 p s i 。 9 ·袋膨脹之後,將噴氣管(3 0 p s i氮)插入各 管中達1分鐘。 1〇·以氮噴氣之後立刻封管。 D ·熱應力 1 ·將製得的安瓶管架置於能夠使選定溫度維持± 1 °F且爐中的溫度梯度不超過±〇 · 5°F的爐中。 2 ·使爐達到所欲溫度並在所定義的參數下維持此溫 度至少3 3 6小時(2週)。 經濟部智慧財產局員工消費合作社印製 3 ·期間終了時,關掉此爐並使安瓶在不受干擾的情 況下冷卻2 4小時。 , E ·分析 1 ·除去各個安瓶的瓶蓋並倒入作了適當標記的1 5 毫升玻璃安瓶中。 17- 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 495546 A7 B7 五、發明說明(15) 2 ·以ASTM D 2997 Simdis氣相層析法分析保留的參 考樣品及其經適當處理的樣品。 3 ·計算各個樣品相對於參考樣品的高/低沸點物% 〇 熱安性試驗結果如下: D P 0大於或等於D P E時與一般類型熱傳遞流體之 熱安定性(化學鍵於選定溫度下之耐熱裂解性)比較示於 附表4。 ------------裝— (請先閱讀背面之注意事項再填寫本頁) 訂: 經濟部智慧財產局員工消費合作社印製 本紙張义度適用中國國家標準(CNS)A4規格(210 X 297公釐) 495546 A7 B7 五、發明說明(16) 熱安定性之比較 附表44 336小時安瓶試驗 . 熱分解% 溫度 聯三苯1 DBT2 73/27 95/5 85/15 80/20 75/25 50/50 (°F) DPO/BIP DPO/DPE DPO/ DPE DPO/ DPE DPO/ DPE DPO/ DPE 600 0.87 0.59 0.004 0.002 0.002 0.01 0.01 0.004 625 1.36 0.99 0.01 0.01 0.01 0.02 0.03 0.03 650 3.50 2.29 0.04 0.03 0.06 0.12 0.15 0.22 675 N/A1 N/A2 0.11 0.13 0.37 . 0.60 0.88 1.60 700 N/A1 N/A2 0.49 0.48 1.67 2.89 4.50 7.42 ^流體供應商建議的最高使用溫度是650°F 流體供應商建議的最高使用溫度是660°F 3-流體供應商建議的最高使用溫度是750°F 4-樣品以ASTM D2997分析 ------------裝— (請先閱讀背面之注意事項再填寫本頁) ί訂. 經濟部智慧財產局員工消費合作社印製 D P E量大於D P〇時與一般類型熱傳遞流體之熱安 定性(化學鍵於選定溫度下耐熱裂解性)之比較示於附表 19- 本紙張尺度適用中國國家標準(CNS)A4規格(21(^ 297公釐) 495546 五、發明說明(17) A7 B7 熱安定性之比較 附表54 336小時安瓶試驗 熱分解% 溫度 聯三苯1 DBT2 73/27 95/5 85/15 75/25 (°F ) DPO/BIP DPE/DPO DPE/DPO DPE/DPO 600 0.87 0.59 0.004 0.09 0.01 0.01 625 1.36 0.99 0.01 0.27 0.15 0.09 650 3.50 2.29 0.04 1.40 1.02 0.85 ^流體供應商建議的最高使用溫度是650°F 2-流體供應商建議的最高使用溫度是660°F 3_流體供應商建議的最高使用溫度是750°F 4-樣品以ASTM : D2997分析 ··-----------•裝—— (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 因此,這些各種組成物證實二苯醚/ 1 · 1 —二苯基 乙烷混合物的傳熱係數和熱安定性優於聯三苯和二苄基甲 苯,且傳熱係數等於或優於二苯醚和聯苯的共熔混合物, 並且能更提供較低的傾倒溫度,最後能夠避免使用目前在 工業上相當重要的聯苯。 已經以本發明的實施例顯現及描述本發明的各個特點 ,但應瞭解這些特定實例僅作說明之用,本發明的最完整 說明見於所附申請專利範圍。 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) -20-\ The maximum temperature recommended by the fluid supplier is 650 ° F 丨 2-The maximum temperature recommended by the fluid supplier is 660 ° F Use ASTM D97 to determine the pouring temperature and crystallization temperature g of various fluids. Attached Table 3 lists the pouring temperature / crystallization temperature comparison of various fluids. The size of this paper applies to China National Standard (CNS) A4 (210 χ 297 mm) -14--------- installation -------- ί. Order ------- ( Please read the notes on the back before filling out this page) Printed by the Consumers ’Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs A7 Five B7 $ Description (12) • Comparison of pouring temperature / crystallization temperature of various fluids, Schedule 3 1 —_ / Crystallization temperature_ Product temperature ° F 'Triphenyl-15-15 Dicarbyl toluene-50 —73/27 DPO / BIP 54 95/5 DPO / DPE 54 —85/15 DPO / DPE 40 75/25 DPO / DPE 27 _ 50/50 DPO / DPE 10 95/5 DPE / DPO -30 85/15 DPE / DPO -21 75/25 DPE / DPO -13 1 ASTM D97 test method (Please read the precautions on the back before filling this page ) The thermal stability printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs can be defined as the property of thermal cracking of chemical bonds. Fluids with better thermal stability at selected temperatures than other fluids have a longer fluid life and will reduce system contamination due to thermal decomposition of the product. The thermal stability test was performed using an Ampule test procedure. The ampoule test is generally accepted industrially as a standard ' which is used to test the relative thermal stability of a heat transfer fluid. Although there is no standard A S T M ampoule test definition, the data served by this test have been proven to be reliable for many years. Change the method depending on the composition and diameter of the ampoule. In this method, the size of the paper is adapted to the Chinese National Standard (CNS) A4 (210 X 297 public love) 15 495546 A7 B7 V. Description of the invention (13) Except for the ampoule Of oxygen, determine the sample volume and temperature. However, some of these methods cannot remove oxygen. As long as the temperature in the furnace is maintained uniformly, the relative results obtained are still too low. This data is used to define the difference in thermal stability performance of the fluid in any selected system. The ampoule test procedure is as follows: Purpose: To determine the thermal decomposition of a heat transfer fluid under the same conditions in the absence of oxygen to determine relative thermal stability. A · Sample preparation 1 · Cut a 6 inch long, clean, dry 3 1 6 s s tube (inner diameter 1/2, outer diameter 5/6) sufficient for two test samples of each fluid. 2 · Rinse the inside of the tube with xylene and acetone successively, and let it dry with air. 3 • Plug each end of the tube with a stainless steel forging die. 4 · Mark the upper tubes 1 A, 1 B · • with metal etching tools. B · Sample preparation 1 · Place 5 ml samples in each ampoules (Sample # 1-5 ml. Place in an ampule labeled 1 A, 5 ml in an ampule labeled 1 B ... etc. ), And label the sample name and its ampoule. 2 · Leave 5 ml of each sample in a glass bottle and set aside as a reference group. 3 · Place the filled ampoule upright on a metal tube rack with the samples on both sides of the rack. This paper size applies to China National Standard (CNS) A4 specification (210 X 297 mm) ------------ install --- (Please read the precautions on the back before filling this page). Economy Printed by the Ministry of Intellectual Property Bureau's Consumer Cooperative 495546 A7 __ B7 V. Description of the invention (14) C · Oxygen removal, 1 · Place the filled, uncovered tube (in the rack) in the box. (Please read the precautions on the back before filling this page) 2 · Place the cover and required tools in the case Φ. 3 · Connect the nitrogen tube to take out the air in the bag with a 1/8 "tube. 4 · Load the plate as a working surface. 5 · Use the regulator to pass in nitrogen at 60 P si. 6 · After the bag begins to expand, use a tape Seal the open end. 7 • After the bag is fully inflated, open the suction valve. 8 • Reduce the pressure to 30 psi as indicated by the regulator. 9 • After the bag is inflated, insert the air jet (30 psi nitrogen) into each tube Up to 1 minute. 10. Seal the tube immediately after blowing nitrogen. D. Thermal stress 1. Place the prepared ampoule tube holder so that the selected temperature can be maintained at ± 1 ° F and the temperature gradient in the furnace should not exceed ±. · In a furnace at 5 ° F. 2 · Allow the furnace to reach the desired temperature and maintain the temperature for at least 3 3 6 hours (2 weeks) under the defined parameters. Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs 3 · End of period At that time, turn off the oven and allow the ampoules to cool undisturbed for 24 hours. E · Analysis 1 · Remove the caps from each ampule and pour into a 15 ml glass ampule with appropriate markings 17- This paper size is in accordance with China National Standard (CNS) A4 (210 X 297 mm) 495546 A7 B 7 V. Description of the invention (15) 2 · Analyze the retained reference sample and its appropriately processed sample by ASTM D 2997 Simdis gas chromatography. 3 · Calculate the high / low boiling point% of each sample relative to the reference sample 〇 The thermal stability test results are as follows: The comparison of the thermal stability (heat-resistant cracking resistance of the chemical bond at a selected temperature) of a general type of heat transfer fluid when DP 0 is greater than or equal to DPE is shown in Appendix 4. -------- ---- Install— (Please read the notes on the back before filling this page) Order: Printed by the Intellectual Property Bureau Staff Consumer Cooperative of the Ministry of Economic Affairs This paper applies the Chinese National Standard (CNS) A4 specification (210 X 297 mm) ) 495546 A7 B7 V. Description of the invention (16) Comparison of thermal stability Schedule 44 336 hours ampoule test. Thermal decomposition% temperature triphenyl 1 DBT2 73/27 95/5 85/15 80/20 75/25 50 / 50 (° F) DPO / BIP DPO / DPE DPO / DPE DPO / DPE DPO / DPE DPO / DPE 600 0.87 0.59 0.004 0.002 0.002 0.01 0.01 0.004 625 1.36 0.99 0.01 0.01 0.01 0.02 0.03 0.03 650 3.50 2.29 0.04 0.03 0.06 0.12 0.15 0.22 675 N / A1 N / A2 0.11 0.13 0.37. 0.60 0.88 1.60 700 N / A1 N / A2 0.49 0.48 1.67 2.89 4.50 7.42 ^ The maximum temperature recommended by the fluid supplier is 650 ° F The maximum temperature recommended by the fluid supplier is 660 ° F 3-The maximum temperature recommended by the fluid supplier is 750 ° F 4-Sample is analyzed by ASTM D2997 ------------ Install— (Please read the notes on the back before filling this page) ί Order. The amount of DPE printed by the Consumer Cooperative of Intellectual Property Bureau of the Ministry of Economic Affairs A comparison of the thermal stability (heat-resistant cracking resistance of chemical bonds at a selected temperature) of a general type of heat transfer fluid when it is greater than DP0 is shown in the attached table 19- This paper size is applicable to the Chinese National Standard (CNS) A4 specification (21 (^ 297) %) 495546 V. Description of the invention (17) Comparison of thermal stability of A7 B7 Schedule 54 Thermal decomposition of 336-hour ampoule test% Temperature triphenyl 1 DBT2 73/27 95/5 85/15 75/25 (° F) DPO / BIP DPE / DPO DPE / DPO DPE / DPO 600 0.87 0.59 0.004 0.09 0.01 0.01 625 1.36 0.99 0.01 0.27 0.15 0.09 650 3.50 2.29 0.04 1.40 1.02 0.85 ^ The maximum temperature recommended by the fluid supplier is 650 ° F 2-fluid supply The maximum recommended temperature is 660 ° F 3_The maximum temperature recommended by the fluid supplier is 750 ° F 4- Samples are analyzed by ASTM: D2997 ·· ------------------------ Please read the precautions on the back first (Fill in this page) Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs. Therefore, these various compositions confirm that the heat transfer coefficient and thermal stability of the diphenyl ether / 1 · 1-diphenylethane mixture are superior to those of biphenyl and diphenyl. Benzyl toluene, with a heat transfer coefficient equal to or better than the eutectic mixture of diphenyl ether and biphenyl, and can provide a lower pouring temperature, and finally can avoid the use of biphenyl which is currently quite industrially important. Various features of the present invention have been shown and described with the embodiments of the present invention, but it should be understood that these specific examples are for illustrative purposes only, and the most complete description of the present invention can be found in the scope of the appended patent applications. This paper size applies to China National Standard (CNS) A4 (210 X 297 mm) -20-
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US15674498A | 1998-09-17 | 1998-09-17 | |
US09/231,435 US6022488A (en) | 1998-09-17 | 1999-01-14 | Heat transfer fluid containing 1,1-diphenyl ethane and diphenyl oxide |
Publications (1)
Publication Number | Publication Date |
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TW495546B true TW495546B (en) | 2002-07-21 |
Family
ID=26853469
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW88115938A TW495546B (en) | 1998-09-17 | 1999-09-15 | Heat transfer fluids |
Country Status (6)
Country | Link |
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EP (1) | EP1114114A4 (en) |
AU (1) | AU5549599A (en) |
CA (1) | CA2344276C (en) |
MX (1) | MXPA01002760A (en) |
TW (1) | TW495546B (en) |
WO (1) | WO2000015730A1 (en) |
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Publication number | Priority date | Publication date | Assignee | Title |
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EP2768793B1 (en) * | 2011-12-20 | 2016-01-13 | Dow Global Technologies LLC | Methods for alcohol dehydration |
US9051252B2 (en) | 2012-05-31 | 2015-06-09 | Dow Global Technologies Llc | Catalysts and methods for alcohol dehydration |
CN104364226A (en) * | 2012-05-31 | 2015-02-18 | 陶氏环球技术有限责任公司 | Catalytic dehydration of aryl alcohols to diaryl ethers |
US20150191638A1 (en) * | 2012-08-30 | 2015-07-09 | Dow Global Technologies Llc | Catalysts and methods for alcohol dehydration |
CN104602807B (en) * | 2012-08-30 | 2017-12-26 | 陶氏环球技术有限责任公司 | Catalyst And Method for dehydration of alcohols |
CN105008051A (en) * | 2013-03-21 | 2015-10-28 | 陶氏环球技术有限责任公司 | Catalysts and methods for alcohol dehydration |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3888777A (en) * | 1971-04-02 | 1975-06-10 | Dow Chemical Co | Heat transfer agents |
US4011274A (en) * | 1973-01-13 | 1977-03-08 | Asahi-Dow Limited | 1,1-diphenyl ethane process |
US4622160A (en) * | 1985-10-23 | 1986-11-11 | The Dow Chemical Company | Heat-transfer fluid |
-
1999
- 1999-08-06 EP EP99942030A patent/EP1114114A4/en not_active Withdrawn
- 1999-08-06 CA CA002344276A patent/CA2344276C/en not_active Expired - Fee Related
- 1999-08-06 MX MXPA01002760A patent/MXPA01002760A/en not_active IP Right Cessation
- 1999-08-06 AU AU55495/99A patent/AU5549599A/en not_active Abandoned
- 1999-08-06 WO PCT/US1999/017870 patent/WO2000015730A1/en active Application Filing
- 1999-09-15 TW TW88115938A patent/TW495546B/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
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EP1114114A4 (en) | 2007-10-24 |
WO2000015730A1 (en) | 2000-03-23 |
AU5549599A (en) | 2000-04-03 |
CA2344276C (en) | 2004-10-19 |
MXPA01002760A (en) | 2002-04-24 |
EP1114114A1 (en) | 2001-07-11 |
CA2344276A1 (en) | 2000-03-23 |
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