4,4'-isopropylidene-bis-(2,6-dibromophenol) | 79-94-7

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香醇
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4'-isopropylidene-bis-(2,6-dibromophenol)
• 英文别名: 3,5-Dibromo-4-[2-(2,6-dibromo-4-hydroxyphenyl)propan-2-yl]phenol
• CAS: 79-94-7
• 化学式: C₁₅H₁₂Br₄O₂
• 分子量: 543.875
• InChiKey: KIZJVNGSIWXYTL-UHFFFAOYSA-N

物化性质

• 熔点：
  178-181 °C(lit.)
• 沸点：
  316 °C
• 密度：
  2.1
• 溶解度：
  不溶的
• LogP：
  5.903-6.31 at 12-25℃

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• TSCA：
  Yes
• 危险等级：
  9
• 危险品标志：
  Xi
• 安全说明：
  S26,S36,S37/39
• 危险类别码：
  R36/37/38
• WGK Germany：
  1
• 海关编码：
  2908199090
• 危险品运输编号：
  UN 3077 9/PG 3
• RTECS号：
  SM0894500
• 包装等级：
  II
• 危险类别：
  9
• 危险标志：
  GHS09
• 危险性描述：
  H410
• 危险性防范说明：
  P273,P501

制备方法与用途

四溴双酚A（tetrabromobisphenol A, TBBPA）是全球生产量最大的溴代阻燃剂，广泛应用于电子和塑料等高分子材料的制造中。作为被大量使用并在环境中普遍存在的持久性有机污染物(Persistent organic Pollutants, POPs)之一，四溴双酚A在自然界中具有长期残留性、生物蓄积性、半挥发性和高毒性，还具备致癌、致畸及致突变性，能够在大气中长距离迁移并重新沉积到地球表面，对空气、水体、土壤以及沉积物等环境介质及其生态系统造成污染。

化学性质

四溴双酚A是一种白色粉末状物质，可溶于甲醇和乙醚，却不溶于水。主要用作反应型阻燃剂。

用途

作为反应型阻燃剂，它可用于环氧树脂、聚氨酯树脂等材料；而作为一种添加型阻燃剂，则适用于聚苯乙烯、SAN树脂及ABS树脂等多种高分子材料中。四溴双酚A广泛应用于塑料、橡胶、纺织、纤维和造纸等行业，使其制品具备良好的阻燃性和自熄性。目前，它已被正式用于电视高压包灌注环氧树脂等场合。

生产方法

生产过程包括将双酚在室温下与溴化反应，然后通氯，并通过过滤、水洗和干燥等一系列步骤得到成品。其原料消耗定额为：双酚 A 840kg/t、溴素350kg/t、液氯（98%）800kg/t。

文献信息

• Direct dianhydride synthesis
  申请人：Brunelle Joseph Daniel

  公开号：US20060205958A1

  公开（公告）日：2006-09-14

  This invention is related to a method for making diether dianhydrides by the reaction of halophthalic anhydride and a metal salt of an aromatic dihydroxy compound in the presence of a solvent and a phase transfer catalyst. Typical phase transfer catalyst include guanidium salts, aminopyridinium salts, or phosphazenium salts.

  这项发明涉及一种制备二醚二酐的方法，该方法是通过在溶剂和相转移催化剂的存在下，将卤代邻苯二酐和芳香二羟基化合物的金属盐反应而成。典型的相转移催化剂包括脲盐、氨基吡啶盐或磷氮盐。
• Polycarbonate composition
  申请人：GENERAL ELECTRIC COMPANY

  公开号：EP0188792A1

  公开（公告）日：1986-07-30

  @ Polycarbonate composition comprising, in physical admixture: (i) from about 10 to about 96 weight percent high mole- culare weight aromatic thermoplastic polycarbonate resin; (ii) from about 2 to about 35 weight percent of a olefin vinyl alcohol copolymer; and (iii) either from about 2 to about 35 weight percent of an olefin vinyl ester copolymer or from about 2 to about 90 weight percent of a polyolefin resin.

  @ 聚碳酸酯组合物，其物理混合物包括： (i) 约 10 至约 96 重量百分比的高分子量芳香族热塑性聚碳酸酯树脂； (ii) 约 2 至约 35 重量百分比的烯烃-乙烯醇共聚物；以及 (iii) 2%至 35%的烯烃乙烯基酯共聚物或 2%至 90%的聚烯烃树脂。
• Low gloss, high impact strength powder coating resins
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0220637A2

  公开（公告）日：1987-05-06

  Advanced epoxy resins suitable for use in powder coatings are prepared by (I) polymerizing, in the presence of a suitable catalyst such as tertiary butyl perbenzoate, (A) the reaction product of (1) a diglycidyl ether of a dihydric phenol such as the diglycidyl ether of bisphenol A and with (2) a compound containing a group reactive with an epoxide group and a polymerizable ethylenically unsaturated group such as methacrylic acid; with (B) a monomer feed containing (1) at least one vinyl aromatic monomer such as styrene; (2) a compound containing a group reactive with an epoxide group and a polymerizable ethylenically unsaturated group such as methacrylic acid; and optionally (3) a hydroxyalkyl acrylate or methacrylate or an alkyl acrylate or methacrylate such as hydroxyethylacrylate; and (II) advancing, in the presence of a suitable advancement catalyst such as ethyltriphenylphosphonium acetate acetic acid complex, the resultant polymerized product with (C) a dihydric phenol such as bisphenol A.

  适用于粉末涂料的高级环氧树脂是通过以下方法制备的：(I) 在适当的催化剂（如过苯甲酸叔丁酯）存在下，将(A)(1)二水酚的二缩水甘油醚（如双酚 A 的二缩水甘油醚）与(2)含有与环氧基团反应的基团和可聚合乙烯基不饱和基团（如甲基丙烯酸）的化合物的反应产物聚合；与(B)单体进料，其中含有(1)至少一种乙烯基芳香族单体，如苯乙烯；(2) 含有与环氧基团反应的基团和可聚合的乙烯基不饱和基团如甲基丙烯酸的化合物；以及 (3) 丙烯酸羟烷基酯或甲基丙烯酸酯或丙烯酸烷基酯或甲基丙烯酸酯如丙烯酸羟乙酯；(II) 在合适的促进催化剂（如乙酸乙酯三苯基膦络合物）存在下，将得到的聚合产物与 (C) 二氢苯酚（如双酚 A）进行促进。
• Improved rheology low class, high impact strength powder coating resins
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0240984A2

  公开（公告）日：1987-10-14

  Novel advanced epoxy resins are disclosed which are the product resulting from (I) polymerizing in the presence of a catalytic quantity of a suitable polymerization catalyst (A) the reaction product of (1) a mixture consisting of (a) a diglycidyl ether of a dihydric phenol such as a diglycidyl ether of bisphenol A and (b) a diglycidyl ether of a mono-, di- or polyetherdiol such as a diglycidyl ether of a polypropylene glycol with (2) a compound containing both a group reactive with an epoxide group and a polymerizable ethylenically unsaturated group such as methacrylic acid; with (B) a monomer mixture containing (1) at least one vinyl aromatic monomer such as styrene, (2) a compound containing both a group reactive with an epoxide group and a polymerizable ethylenically unsaturated group such as methacrylic acid and optionally (3) a hydroxyalkyl acrylate or methacrylate or an alkyl acrylate or methacrylate such as hydroxyethylacrylate; and (II) advancing in the presence of a catalytic quantity of a suitable advancement catalyst, the product from (I) with (C) a dihydric phenol such as bisphenol A.

  本发明公开了新型高级环氧树脂，该树脂是以下反应的产物：(I) 在催化量的合适聚合催化剂(A)存在下，聚合(1)下列物质的混合物：(a)二水酚的二缩水甘油醚，如双酚 A 的二缩水甘油醚；(b)单、二或聚醚二醇的二缩水甘油醚，如聚丙烯二醇的二缩水甘油醚、(2) 同时含有与环氧基团反应的基团和可聚合的乙烯基不饱和基团（如甲基丙烯酸）的化合物；与(B)单体混合物，该单体混合物含有(1)至少一种乙烯基芳香族单体，如苯乙烯，(2)同时含有与环氧基反应的基团和可聚合的乙烯基不饱和基团如甲基丙烯酸的化合物，以及可选的(3)丙烯酸羟烷基酯或甲基丙烯酸酯或丙烯酸烷基酯或甲基丙烯酸酯，如丙烯酸羟乙酯；(II) 在催化量的合适的促进催化剂存在下，将(I)的产物与(C)二水酚如双酚 A 一起促进。
• Aromatic allene compounds and preparation thereof
  申请人：NIPPON PAINT CO., LTD.

  公开号：EP0333445A2

  公开（公告）日：1989-09-20

  Allene compounds have the formula: (CH₂=C=CH-O)n- R -(A)m      (I) in which R is a substituted or unsubstituted mono- or poly­valent benzene, naphthalene, anthracene, azobenzene, bisphenol or polyphenyl (containing 2 to 10 benzene rings connected in line) nucleus, or a group -Ph - R¹ - Ph -      (II) (in which each group Ph is a phenylene, halophenylene, alkylphenylene, cyanophenylene or alkoxyphenylene group, and the chain R¹ linking the two group Ph is a C₁ - C₆ aliphatic hydrocarbon or an alicyclic hydrocarbon group, the chain optionally being interrupted by one or more oxygen atoms); A is a carboxyl or sulphonyl group or a group -CH=C=CH₂; n is an integer of from 1 to 10; m is 0, 1, 2 or 3; and the sum of m and n is equal to the valence of the group R. They may be prepared by isomerization of corresponding propargyloxy compounds.

  烯化合物的化学式为 (CH₂=C=CH-O)n- R -(A)m (I) 其中 R 是取代或未取代的单价或多价苯、萘、蒽、偶氮苯、双酚或多苯基（含有 2 至 10 个连成一线的苯环）核，或一个基团 -Ph - R¹ - Ph - (II) (其中每个基团 Ph 是亚苯基、卤代亚苯基、烷基亚苯基、氰基亚苯基或烷氧基亚苯基基团，连接两个基团 Ph 的链 R¹ 是 C₁ - C₆ 脂肪族烃或脂环族烃基团，该链可选择被一个或多个氧原子打断）； A 是羧基或磺酰基或基团-CH=C=CH₂；n 是 1 至 10 的整数；m 是 0、1、2 或 3；m 与 n 之和等于基团 R 的化合价。 它们可以通过相应的丙炔基氧基化合物的异构化反应制备。