Potentially, yes, it stands to reason that if the loan was paid back, then all of the settlement money was paid (I certainly cannot imagine why a potential defendant would stagger payments in such a way). Unfortunately, there are a few roadblocks to finding out the truth in such a situation.
(1) Without any direct relation to this person or the case itself, you are likely not going to be provided any information directly (as you are clearly already aware), meaning that the impetus to getting accurate information lies with your boyfriend, whose case it is. The exception would be if he signed a power of attorney for you to deal with the issue, that may be enough for you to speak on his behalf both with the attorney and with whoever he is settling with.
(2) Even if your boyfriend were to be more proactive, the fact that he is represented by counsel means that the defendant probably will not want to provide any information directly to him. This means that he is relying on the attorney to provide accurate information. Unless the attorney/client relationship were to be terminated, the defendant is likely not going to be willing to deal with your boyfriend directly.
(3) Now, the issue with the attorney is probably the one place where your boyfriend has any leverage to get accurate information. Pennsylvania law includes a specific code of conduct for attorneys that includes a requirement to openly and actively communicate with the client, and of promptness where it is within the attorney's control to be prompt. Rule 1.4 specifically deals with the lawyer's requirements in communicating:
Rule 1.4. Communication.
(a) A lawyer shall:
(1) promptly inform the client of any decision or circumstance with respect to which the client’s informed consent, as defined in Rule 1.0(e), is required by these Rules;
(2) reasonably consult with the client about the means by which the client’s objectives are to be accomplished;
(3) keep the client reasonably informed about the status of the matter;
(4) promptly comply with reasonable requests for information; and
(5) consult with the client about any relevant limitation on the lawyer’s conduct when the lawyer knows that the client expects assistance not permitted by the Rules of Professional Conduct or other law.
As you can see this requires the attorney to keep the client reasonably informed about what is happening with their case. Rule 1.15 is also relevant, as it deals with holding a clients property, including any settlement funds they may have received. It states:
"Except as stated in this Rule or otherwise permitted by law or by agreement with the client or third person, a lawyer shall promptly deliver to the client or third person any property, including but not limited to Rule 1.15 Funds, that the client or third person is entitled to receive and, upon request by the client or third person, shall promptly render a full accounting regarding the property; Provided, however, that the delivery, accounting and disclosure of Fiduciary Funds or property shall continue to be governed by the law, procedure and rules governing the requirements of Fiduciary administration, confidentiality, notice and accounting applicable to the Fiduciary entrustment."
This, in essence, means that settlement funds must be delivered to the client in a reasonably prompt manner, and that an accounting of the funds should be made available to the client. If you believe this is not happening, sometimes raising the rules of professional conduct is enough to get an attorney to be more honest about what is happening with a case.
If, however, the attorney still will not provide any useful information, then your boyfriend may raise the issue of a complaint with the Disicplinary Board of the Pennsylvannia Supreme Court (The agency tasked with regulating attorney conduct) for violating the rules of professional conduct. Again, sometimes just raising this as a possibility is enough to get an attorney to be more dilligent and honest about a case. However, if it becomes necessary to actually file a complaint, instructions on how to do so can be found at:
So, as I said above, short of an actual complaint (or a lawsuit alleging that the attorney is withholding your boyfriend's property), it is difficult sometimes to actually get an accounting of what has been paid and when. However, an attorney has an ethical obligation to provide such an accounting under the rules of professional practice, and failure to provide an accounting and/or to hand over client property (including settlement funds) is arguably grounds for a complaint.
I hope this helps, but let me know if you require any additional information or need clarification of anything that I have said (never be afraid to ask for clarification!). Otherwise, please remember to RATE my answer so that I can receive credit for my work.