CN1524118A - 在烃混合物中溶解沥青质的方法 - Google Patents
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Abstract
一种通过向含沥青质的烃混合物中加入有效量的枝状聚合化合物而在其中溶解沥青质的方法,以及一种烃混合物,该混合物除了烃之外,还包括沥青质和至少一种枝状聚合化合物。所述枝状聚合化合物优选为超级支链化的聚酯酰胺,更优选为由琥珀酸酐、二异丙醇胺构成的聚酯酰胺,并用聚(异丁烯基)琥珀酸酐官能化。
Description
本发明涉及一种在烃混合物中溶解沥青质的方法。
沥青质被定义为在n-庚烷中不溶解的芳烃。通常遵照美国测试及材料协会(American Society for Testing and Materials)的标准ASTMD6560确定沥青质。它们倾向于为极性分子,通过芳族轨道联合、氢键和酸碱相互作用而聚集在一起。所述沥青质在油生产工业中可以作为固体沉积物或黑色淤渣随处沉积。它们可能在油回收和油精炼过程中产生问题。在回收过程中,沥青质沉积物可能会堵塞地层的孔,和/或由于堵塞油井设备而减少油井的油流量。在由生产地向炼厂输送含沥青质的油如通过管道输送时,这种堵塞或流量的减少也可能发生。
在炼厂中,沥青质沉积物也可能阻断炼厂的输送,或阻断在相关的精炼过程中所应用的催化剂。
因此,很明显的是希望找到一种方法在油即烃混合物中溶解沥青质。
US-A 5,425,422描述了一种方法,其中通过注入脱沥青油溶解沥青质而脱除井孔中的沥青质沉积物。在US-A 6,093,684的方法中,通过应用原油的特定芳族馏分而溶解沥青质和蜡。
现在已经令人惊奇地发现,通过在含沥青质的烃混合物中应用添加剂可以溶解沥青质。因此,本发明提供一种通过向含沥青质的烃混合物中加入有效量的枝状聚合(dendrimeric)化合物而在其中溶解沥青质的方法。因此本发明还提供一种烃混合物,所述烃混合物除了这些烃以外,还包括沥青质和至少一种枝状聚合化合物。
枝状聚合化合物从本质上讲为一种三维的、高度支链化的低聚或聚合分子,这些分子包括一个核心、多个支链代和由终端基团组成的外部表面。每个支链代由结构单元组成,其以放射状与核心或前一代的结构单元相联,并且向外延伸。所述结构单元具有至少两个反应性的单官能团和/或至少一个单官能团和一个多官能团。术语“多官能的”被理解为具有2或更高的官能度。对每一个官能度来说,可以联结一个新的结构单元,其结果是产生了更高的支链代。对每一个连续的代来说,所述结构单元可以相同,但它们也可以不同。在枝状聚合化合物中存在的具体代的支链程度被定义为:所存在的支链数与同一代的完全支链化的枝状聚合物(dendrimer)中可能存在的最大支链数之间的比。术语“枝状聚合化合物的终端官能团”指形成部分外部表面的那些反应性基团。支链化可以以较大或较小的规则性形成,并且根据在合成过程中所施加的控制水平,表面上的支链可能属于不同的代。枝状聚合化合物在支链结构中可能存在缺陷,也可以被不对称地支链化,或者具有不完全的支链化程度,在后一种情况中,据称枝状聚合化合物同时含有官能团和终端官能团。
上文所指出的枝状聚合化合物在国际专利申请WO 93/14147和WO 97/19987及荷兰专利申请No.9200043中已经进行了描述。所述枝状聚合化合物也被称为“星爆共轭物:例如在WO 88/01180中就这样描述。这种化合物被描述为其特征为具有放射对称性的规则枝状聚合(树状)支链的聚合物。
官能化枝状聚合化合物的特征在于在枝状聚合化合物中存在的一个或多个反应性官能团可以与不同于初始枝状聚合化合物结构单元中的特征基团的活性部分反应。这些部分可以选择性地进行选择,从而针对其溶解沥青质的能力来说,使官能化的枝状聚合化合物优于枝状聚合化合物。
羟基是枝状聚合化合物的官能团和终端官能团的一个例子。含有羟基的枝状聚合化合物可以通过公知的化学反应如酯化、醚化、烷基化、缩合等而进行官能化。官能化的枝状聚合化合物还包括已经被相关的但不同于结构单元的组分如不同的胺改性的化合物,其中所述组分也可以含有羟基。
优选的一类能够溶解沥青质的枝状聚合化合物包括所谓的超级支链化的聚酯酰胺,工业上称为HYBRANES(“HYBRANE”是一个商标)。这类化合物的制备在国际专利申请WO-A-99/16810、WO-A-00/58388和WO-A-00/56804中更为详细地进行了描述。相应地,枝状聚合化合物优选为在其骨架上含有酯基和至少一个酰胺基的缩合聚合物,其中具有至少一个羟基烷基酰胺终端基团,并且其数均分子量至少为500g/mol。这类聚合物比WO-A-93/14147中所描述的聚(丙烯亚胺)枝状聚合物具有更低的支链化程度,但仍保持非线性形状和较多数量的反应性终端基团,这些仍是枝状聚合化合物的特征。属于这类枝状聚合物的化合物适当地通过使环状酸酐与链烷醇胺反应而产生,通过使枝状聚合化合物进行一系列(自-)缩合反应而达到预定的支链化程度从而得到枝状聚合化合物。也可能应用多种环状酸酐和/或多种链烷醇胺。
所述链烷醇胺可以为二链烷醇胺、三链烷醇胺或其混合物。
合适的二链烷醇胺的例子为3-氨基-1,2-丙烷二醇、2-氨基-1,3-丙烷二醇、二乙醇胺、二(2-羟基-1-丁基)胺、二环己醇胺和二异丙醇胺。二异丙醇胺是特别优选的。
合适的三链烷醇胺的例子可以参考三(羟基甲基)氨基甲烷或三乙醇胺。
合适的环状酸酐包括琥珀酸酐、戊二酸酐、四氢邻苯二甲酸酐、六氢邻苯二甲酸酐、邻苯二甲酸酐、降冰片烯-2,3-二羧酸酐和萘基二羧酸酐。环状酸酐可以含有取代基,特别是烃(烷基或链烯基)取代基。所述取代基适当包括1至15个碳原子。在另一种实施方案中,环状酸酐含有聚链烯基取代基。构成聚链烯基链的合适烯烃为含有2-10个碳原子的烯属不饱和烃,优选为2-6个碳原子。合适的烯烃为乙烯、丙烯、丁烯、异丁烯、戊烯或己烯。最优选的为用聚(异丁烯基)链作取代基。所述链可以具有各种长度。用含6-50个烯烃单体的取代基可以得到较好的结果。更优选的为具有10-40个烯烃单体的链。取代的环状酸酐的合适的非聚合例子包括4-甲基邻苯二甲酸酐、4-甲基四氢或4-甲基六氢邻苯二甲酸酐、甲基琥珀酸酐和2-十二碳烯基琥珀酸酐。聚(异丁烯基)琥珀酸酐是特别优选的。也可以应用酸酐的混合物。在另一种优选实施方案中,应用琥珀酸酐和聚(异丁烯基)琥珀酸酐的混合物。琥珀酸酐和聚(异丁烯基)琥珀酸酐之间的摩尔比合适地为1∶9至9∶1,优选为2∶3至9∶1。(自-)缩合反应适合在温度为100至200℃在没有催化剂存在时进行。通过进行这种(自-)缩合反应,将会得到以酰胺类氮部分作为支链点并在基础聚合物中具有终端羟基的化合物。根据反应的条件,可以设定预定的分子量范围和终端基团数量。例如,应用六氢邻苯二甲酸酐和二-异丙醇胺,可以产生数均分子量在500至50,000之间的聚合物,所述数均分子量优选为670至10,000,更优选为670至5000。在这种情况下,每个分子的羟基个数合适地为0至13个。
聚缩合产品的终端官能团,具体为羟基,可以利用上述申请WO-A-00/58388和WO-A-00/56804中所公开的反应进一步改性。通过用其它胺如仲胺部分替代链烷醇胺可以进行适当的改性,所述仲胺的例子包括N,N-二-(3-二甲基氨基丙基)胺、吗啉或未取代或烷基取代的哌嗪,特别是N-甲基哌嗪。应用N,N-二-(二烷基氨基烷基)胺会形成枝状聚合聚合物,并且该聚合物已被改性为具有终端叔胺基团。具体地,通过2-十二碳烯基琥珀酸酐或六氢邻苯二甲酸酐与二-异丙醇胺聚缩合而制备、并且已经被吗啉、叔胺或未取代或烷基取代的哌嗪终端基团所改性的产品非常适合用于本发明的方法中。可以通过至少部分终端羟基与酸或酸酐反应而得到优选类型的改性。在本发明方法中,优选的是用有机酸或酸酐,特别是用琥珀酸酐、链烯基琥珀酸酐、六氢邻苯二甲酸酐、椰油脂肪酸或月桂酸进行反应而对羟基进行改性。最优选的酸或酸酐具有链烯基取代基,例如十二碳烯基。在另一种优选实施方案中,应用含有聚链烯基取代基的酸酐。构成聚链烯基链的合适烯烃为含有2-10个碳原子,优选为2-6个碳原子的烯属不饱和烃。合适的烯烃为乙烯、丙烯、丁烯、异丁烯、戊烯或己烯。最优选的为用聚(异丁烯基)链作取代基。所述链可以具有各种长度。用含6-50个烯烃单体的取代基可以得到较好的结果。更优选的为具有10-40个烯烃单体的链。聚(异丁烯基)链用作琥珀酸酐的取代基是最优选的。聚(异丁烯基)链优选具有上述的链长度。以这种方式,枝状聚合化合物含有羟基官能团和羧基官能团。
可商购得到的HYBRANES例子为SVPC和SPIBC类的物质。
HYBRANE SVPC为基于由琥珀酸酐和二异丙醇胺按分子比为约5∶6组成的结构单元的枝状聚合化合物,其中部分羟基官能团已经用椰油脂肪酸和聚(异丁烯基)琥珀酸酐进行酯化而改性。
HYBRANE SPIBC为基于由琥珀酸酐和二异丙醇胺组成的结构单元的官能化枝状聚合化合物,其中部分羟基官能团已经利用聚(异丁烯基)琥珀酸酐进行反应而改性。
以含沥青质的烃混合物和枝状聚合化合物的总量为基准,在本发明的方法中可以应用的枝状聚合化合物和官能化枝状聚合化合物的量适当地为0.01至1.0wt%,优选为0.1至0.5wt%。
可以以其干粉形式或者优选以其浓缩溶液的形式向烃混合物中加入枝状聚合化合物和官能化的枝状聚合化合物。所述烃混合物优选为原油。但本发明的枝状聚合化合物也适合用于溶解炼厂物流,具体为热裂解的烃馏分的沥青质。
也可以向含有枝状聚合化合物和/或官能化的枝状聚合化合物的混合物中加入其它油田化学品如防腐剂和防垢剂。合适的防腐剂包括伯、仲或叔胺或季铵盐,优选为含至少一个疏水基的胺或盐。防腐剂的例子包括苄烷铵卤化物,优选为苄基己基二甲基氯化铵。
通过如下实施例进一步描述本方法。
实施例1
通过沥青质分散试验来测试某些枝状聚合化合物对两种原油的效果。在该试验中,向原油和枝状聚合化合物的混合物中加入50倍的过量庚烷。将所得到的混合物静置1小时而使其沉淀。有效的分散剂能够保持沥青质处于悬浮状态,从而使液体保持暗黑色。相反,无效的分散剂将出现更多的沉淀和浅色液体。这种颜色差异由比色测量来记录。所选择的波长为570nm。分散参数D按如下定义:
%D=100{1-(%Tsx/%Tblank)},
其中%TSX为通过油、庚烷和枝状聚合化合物溶液的透射率,%Tblank为通过没有枝状聚合化合物而仅含油和庚烷的溶液的透射率。%D的值越大,化合物越有效。
针对两种不同的原油进行试验,油1为委内瑞拉(Venezuelan)原油,而油2为北海(North Sea)原油。
应用两种不同的枝状聚合化合物进行试验。
化合物1为HYBRANE SVPC 152050,其为一种基于由琥珀酸酐和二-异丙醇胺组成的结构单元的枝状聚合化合物,其中50%的终端羟基与聚(异丁烯基)琥珀酸酐反应,20%的终端羟基与椰油脂肪酸反应。
化合物2为HYBRANE SVPC 152020,其为一种基于由琥珀酸酐和二-异丙醇胺组成的结构单元的枝状聚合化合物,其中20%的终端羟基与聚(异丁烯基)琥珀酸酐反应,还有20%与椰油脂肪酸进行反应而酯化。在两种化合物中,每个聚(异丁烯基)链含有约22个异丁烯单元。
试验针对4ml油进行,向该油中加入8μl枝状聚合化合物的50%甲苯溶液。为了进行正确的比较,还针对不加任何物质的油以及加入8μl甲苯的4ml油进行试验。试验结果在下表I中给出。
表I
油 | 空白 | 2000ppmw甲苯 | 1000ppmw化合物11000ppmw甲苯 | 1000ppmw化合物21000ppmw甲苯 |
1 | - | 3.8 | 87.9 | 21.1 |
2 | - | 1.9 | 20.6 | 14.9 |
该表表明枝状聚合化合物对原油中的沥青质具有显著的溶解效果。
实施例2
用六种其它化合物进行类似的试验。
所述化合物为HYBRANE SPIBC类物质,并且由基于由琥珀酸酐和二-异丙醇胺组成的结构单元的枝状聚合化合物组成,其中20至75%的终端羟基通过与聚(异丁烯基)琥珀酸酐反应而改性。聚(异丁烯基)链含有约22个异丁烯单体。表II给出了被改性的羟基的百分比,以及所应用的化合物的数均分子量(Mn)。
试验针对油1进行,其中5ml油与5μl枝状聚合化合物混合,并且将100μl其中所得到的油混合物用10ml的庚烷处理,得到的化合物浓度约为1000ppmw。1小时后的试验结果在表II中给出。
表II
化合物编号 | Mn | 改性羟基的数量 | %D |
3 | 5500 | 50 | 88.8 |
4 | 7200 | 75 | 88.1 |
5 | 2400 | 20 | 90.1 |
6 | 1950 | 20 | 82.0 |
7 | 1300 | 20 | 90.1 |
8 | 3450 | 50 | 84.0 |
结果表明枝状聚合化合物3-8具有显著的沥青质溶解效果。
Claims (14)
1.一种通过向含沥青质的烃混合物中加入有效量的枝状聚合化合物而溶解其中沥青质的方法。
2.权利要求1的方法,其中所述的枝状聚合化合物是被官能化了的。
3.权利要求1或2的方法,其中所述的枝状聚合化合物为超级支链化的聚酯酰胺。
4.权利要求3的方法,其中所应用的超级支链化的聚酯酰胺以环状酸酐和二-或三链烷醇胺之间的(自-)缩合反应为基础。
5.权利要求4的方法,其中所应用的超级支链化的聚酯酰胺具有500至50,000的数均分子量。
6.权利要求4或5的方法,其中环状酸酐选自如下物质:琥珀酸酐、戊二酸酐、四氢邻苯二甲酸酐、六氢邻苯二甲酸酐、邻苯二甲酸酐、降冰片烯-2,3-二羧酸酐、萘基二羧酸酐,并且这些物质任选被一个或多个烷基或链烯基取代基所取代。
7.权利要求4-6任一项的方法,其中链烷醇胺为二异丙醇胺。
8.权利要求4-7任一项的方法,其中聚酯酰胺已经通过与酸或酸酐反应而被官能化,具体与琥珀酸酐、链烯基琥珀酸酐、C4-C20脂肪酸或六氢邻苯二甲酸酐反应从而提供具有羟基官能团和羧基官能团的枝状聚合化合物。
9.权利要求8的方法,其中聚酯酰胺已经用聚链烯基琥珀酸酐官能化。
10.权利要求9的方法,其中聚链烯基琥珀酸酐包括由6-50个烯烃单体构成的聚链烯基链。
11.权利要求8或9的方法,其中聚链烯基琥珀酸酐为聚(异丁烯基)琥珀酸酐。
12.前述权利要求中一项或多项的方法,其中以含沥青质的烃混合物和枝状聚合化合物的总量为基准,向混合物中加入0.01至1.0wt%,优选为0.1至0.5wt%的枝状聚合化合物。
13.前述权利要求中一项或多项的方法,其中烃混合物为原油。
14.一种烃混合物,该烃混合物除了烃之外,还包括沥青质和至少一种枝状聚合化合物。
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2002
- 2002-06-12 US US10/480,581 patent/US7122113B2/en not_active Expired - Lifetime
- 2002-06-12 RU RU2004100700/04A patent/RU2280672C2/ru not_active IP Right Cessation
- 2002-06-12 EP EP02748782A patent/EP1401988B1/en not_active Expired - Lifetime
- 2002-06-12 WO PCT/EP2002/006583 patent/WO2002102928A2/en active IP Right Grant
- 2002-06-12 AT AT02748782T patent/ATE397650T1/de not_active IP Right Cessation
- 2002-06-12 BR BR0210319-2A patent/BR0210319A/pt not_active IP Right Cessation
- 2002-06-12 AU AU2002319234A patent/AU2002319234B2/en not_active Ceased
- 2002-06-12 CN CNB028117875A patent/CN1289635C/zh not_active Expired - Fee Related
- 2002-06-12 CA CA002450162A patent/CA2450162A1/en not_active Abandoned
- 2002-06-12 DE DE60226976T patent/DE60226976D1/de not_active Expired - Fee Related
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2003
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101505712B (zh) * | 2006-06-16 | 2013-03-20 | 帝斯曼知识产权资产管理有限公司 | 基于超支化缩合聚合物的组合物以及超支化缩合聚合物 |
Also Published As
Publication number | Publication date |
---|---|
US20040163995A1 (en) | 2004-08-26 |
CN1289635C (zh) | 2006-12-13 |
RU2004100700A (ru) | 2005-06-20 |
DE60226976D1 (de) | 2008-07-17 |
NO20035548D0 (no) | 2003-12-12 |
BR0210319A (pt) | 2004-08-10 |
ATE397650T1 (de) | 2008-06-15 |
WO2002102928A2 (en) | 2002-12-27 |
CA2450162A1 (en) | 2002-12-27 |
NO335336B1 (no) | 2014-11-17 |
EP1401988A2 (en) | 2004-03-31 |
AU2002319234B2 (en) | 2007-09-20 |
EP1401988B1 (en) | 2008-06-04 |
WO2002102928A3 (en) | 2003-05-22 |
RU2280672C2 (ru) | 2006-07-27 |
US7122113B2 (en) | 2006-10-17 |
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